CAS: 88319-43-1; (R)-2-Amino-4,4-Dimethylpentanoic Acid

该化合物是一种氨酸衍生物,属于分链氨基酸的类别,其独特结构特征是其独特的结构,包括附着于骨的伽马碳的甲基组,这种改变可影响其生化特性和相互作用.D-伽马-甲基 Leucine通常用于生物化学研究,并可作为浸泡合成的构件或研究蛋白结构和功能的工具.其立体化学学是D-抗生素,与L-conteral蛋白有区别,后者在自然蛋白中比较常见.化合物在极地溶剂中溶解,其在生物系统中的行为可因体性而异.与许多氨基酸一样,它可能参与各种代谢途径,其衍生物可能对药物和营养产生影响.应当参考安全数据,以便处理和使用,如任何化学物质一样.

英文名称(R)-2-Amino-4,4-Dimethylpentanoic Acid
中文名称(R)-2-氨基-4,4-二甲基戊酸
IUPAC名称(R)-2-amino-4,4-dimethylpentanoic acid
其它别名(R)-2-氨基-4; Beta-T-Butyl-D-Alanine
CAS编号88319-43-1
MFCD编号:MFCD00038404
分子式:C7H15NO2
分子量:145.2
产品CID: 1892932
产品分类有机原料→分子砌块→手性化合物→手性砌块

相似结构搜索
InChIKey: LPBSHGLDBQBSPI-RXMQYKEDSA-N
InChI=1S/C7H15NO2/c1-7(2,3)4-5(8)6(9)10/h5H,4,8H2,1-3H3,(H,9,10)/t5-/m1/s1…
计算化学: 氢键受体数2.0氢键供体数2.0可旋转键数2.0

相似化合物

106247-35-2 57224-50-7 112695-98-4

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

上下游产品

N-formyl-D-neopentylglycine (E)-2-cyano-4,4-dimethyl-pent-2-enoic acid 3,3-dimethylbutyrylaldehyde 3,3-dimethylbutanoic acid chlorideN-2-nitrobenzenesulfenyl-L-neopentylglycine N-benzoyloxycarbonyl-L-neopentylglycine acetyl-L-neopentylglycine (R)-2-(4-Methoxy-benzenesulfonylamino)-4,4-dimethyl-pentanoic acid

合成工艺路线路线简述

112695-98-4 = 88319-43-1
反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 3 H,Rt1.2 Reagents: Sodium Carbonate Solvents: Water; Ph 9
标题:In Vitro Synthesis Of New Cyclodepsipeptides Of The Pf1022-Type: Probing The α-D-Hydroxy Acid Tolerance Of Pf1022 Synthetase
作者:Mueller,Jane; Et Al
参考文献:Chembiochem 日期:2009 卷标:10(2) 页码:323-328]

161633-83-6 = 88319-43-1
反应条件:1.1 Reagents: Triethylamine Solvents: Dimethylformamide2.1 Catalysts: Cuprous Iodide Solvents: Tetrahydrofuran2.2 Reagents: Methanol3.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran3.2 Reagents: Hydrochloric Acid Solvents: Ethanol3.3 Reagents: Ammonium Hydroxide3.4 Reagents: Dowex 50W Solvents: Water
标题:Asymmetric Synthesis Of α-Amino Acids By Copper-Catalyzed Conjugate Addition Of Grignard Reagents To Optically Active Carbamatoacrylates
作者:Lander,Peter A.; Et Al
参考文献:Journal Of The American Chemical Society 日期:1994 卷标:116(18) 页码:8126-32]

1066-45-1 + 128947-27-3 = 88319-43-1
反应条件:1.1 Reagents: Piperidine,2,2,6,6-Tetramethyl-,Lithium Salt (1:1) Solvents: Tetrahydrofuran,Hexane2.1 Reagents: Butyllithium Solvents: Diethyl Ether,Pentane,Tetrahydrofuran,Hexane2.2 -2.3 Reagents: Hydrochloric Acid Solvents: Water3.1 Reagents: Triethylamine Solvents: Dimethylformamide4.1 Catalysts: Cuprous Iodide Solvents: Tetrahydrofuran4.2 Reagents: Methanol5.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran5.2 Reagents: Hydrochloric Acid Solvents: Ethanol5.3 Reagents: Ammonium Hydroxide5.4 Reagents: Dowex 50W Solvents: Water
标题:Asymmetric Synthesis Of α-Amino Acids By Copper-Catalyzed Conjugate Addition Of Grignard Reagents To Optically Active Carbamatoacrylates
作者:Lander,Peter A.; Et Al
参考文献:Journal Of The American Chemical Society 日期:1994 卷标:116(18) 页码:8126-32]

88319-42-0 = 88319-43-1
反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Water
标题:Peptides Containing A Neopentylglycine Residue
作者:Pospisek,Jan; Et Al
参考文献:Collection Of Czechoslovak Chemical Communications 日期:1987 卷标:52(2) 页码:514-21]

= 88319-43-1
反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran1.2 Reagents: Hydrochloric Acid Solvents: Ethanol1.3 Reagents: Ammonium Hydroxide1.4 Reagents: Dowex 50W Solvents: Water
标题:Asymmetric Synthesis Of α-Amino Acids By Copper-Catalyzed Conjugate Addition Of Grignard Reagents To Optically Active Carbamatoacrylates
作者:Lander,Peter A.; Et Al
参考文献:Journal Of The American Chemical Society 日期:1994 卷标:116(18) 页码:8126-32]

34906-87-1 = 88319-43-1
反应条件:1.1 Reagents: 2,2-Diphenylglycine Catalysts: Benzeneacetamide,N-[(R)-[4-(Aminomethyl)-5-Hydroxy-3-Pyridinyl][1,1′-Biphenyl]-... Solvents: Methanol,Water; 3 D,20 °C
标题:A New Type Of Chiral-Pyridoxamines For Catalytic Asymmetric Transamination Of α-Keto Acids
作者:Chen,Jianfeng; Et Al
参考文献:Tetrahedron Letters 日期:2016 卷标:57(41) 页码:4612-4615]

161633-84-7 + 677-22-5 = 88319-43-1
反应条件:1.1 Catalysts: Cuprous Iodide Solvents: Tetrahydrofuran1.2 Reagents: Methanol2.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran2.2 Reagents: Hydrochloric Acid Solvents: Ethanol2.3 Reagents: Ammonium Hydroxide2.4 Reagents: Dowex 50W Solvents: Water
标题:Asymmetric Synthesis Of α-Amino Acids By Copper-Catalyzed Conjugate Addition Of Grignard Reagents To Optically Active Carbamatoacrylates
作者:Lander,Peter A.; Et Al
参考文献:Journal Of The American Chemical Society 日期:1994 卷标:116(18) 页码:8126-32]

3027-05-2 = 88319-43-1
反应条件:1.1 -2.1 Reagents: 2,2-Diphenylglycine Catalysts: Benzeneacetamide,N-[(R)-[4-(Aminomethyl)-5-Hydroxy-3-Pyridinyl][1,1′-Biphenyl]-... Solvents: Methanol,Water; 3 D,20 °C
标题:A New Type Of Chiral-Pyridoxamines For Catalytic Asymmetric Transamination Of α-Keto Acids
作者:Chen,Jianfeng; Et Al
参考文献:Tetrahedron Letters 日期:2016 卷标:57(41) 页码:4612-4615]

128947-27-3 = 88319-43-1
反应条件:1.1 Reagents: Trimethyltin Chloride,Piperidine,2,2,6,6-Tetramethyl-,Lithium Salt (1:1) Solvents: Tetrahydrofuran,Hexane1.2 Reagents: Butyllithium Solvents: Diethyl Ether,Pentane,Tetrahydrofuran,Hexane1.3 -1.4 Reagents: Hydrochloric Acid Solvents: Water1.5 Reagents: Triethylamine Solvents: Dimethylformamide2.1 Catalysts: Cuprous Iodide Solvents: Tetrahydrofuran2.2 Reagents: Methanol3.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran3.2 Reagents: Hydrochloric Acid Solvents: Ethanol3.3 Reagents: Ammonium Hydroxide3.4 Reagents: Dowex 50W Solvents: Water
标题:Asymmetric Synthesis Of α-Amino Acids By Copper-Catalyzed Conjugate Addition Of Grignard Reagents To Optically Active Carbamatoacrylates
作者:Lander,Peter A.; Et Al
参考文献:Journal Of The American Chemical Society 日期:1994 卷标:116(18) 页码:8126-32]

161633-82-5 = 88319-43-1
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Pentane,Tetrahydrofuran,Hexane1.2 -1.3 Reagents: Hydrochloric Acid Solvents: Water2.1 Reagents: Triethylamine Solvents: Dimethylformamide3.1 Catalysts: Cuprous Iodide Solvents: Tetrahydrofuran3.2 Reagents: Methanol4.1 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Methanol,Tetrahydrofuran4.2 Reagents: Hydrochloric Acid Solvents: Ethanol4.3 Reagents: Ammonium Hydroxide4.4 Reagents: Dowex 50W Solvents: Water
标题:Asymmetric Synthesis Of α-Amino Acids By Copper-Catalyzed Conjugate Addition Of Grignard Reagents To Optically Active Carbamatoacrylates
作者:Lander,Peter A.; Et Al
参考文献:Journal Of The American Chemical Society 日期:1994 卷标:116(18) 页码:8126-32

4-Methylleucine置于ammonium Hydroxide,(R)-4-羟基-2-吡咯酮,Sodium Hydroxide体系中,用水作为反应溶剂,化学反应 32.5H,反应生成 3-叔丁基-D-β-丙氨酸/(R)-3-氨基-4,4-二甲基戊酸
参考文献:一种dl-新戊基甘氨酸中间体及其制备方法,基于该中间体的衍生物的制备方法
标题:一种dl-新戊基甘氨酸中间体及其制备方法,基于该中间体的衍生物的制备方法
摘要:本发明涉及氨基酸制备领域,具体涉及一种dl‑新戊基甘氨酸中间体及其制备方法,基于该中间体的衍生物的制备方法.dl‑新戊基甘氨酸中间体的制备方法包括乙酰化反应,缩合反应,水解反应,肟化反应,以及还原反应,随后通过乙酰化反应,拆分,获得相应的衍生物.本发明的制备方法缩短了反应时间,反应更加彻底,反应可以获得一种dl‑新戊基甘氨酸的制备方法,同时获得两种制备其衍生物d‑新戊基甘氨酸和l‑新戊基甘氨酸的方法,制得的产物纯度高,无需二次精致,降低了生产成本,有利于工业化大规模生产.

海关参考信息

2905121000-正丙醇
2905130000-正丁醇
2912110000-甲醛
2912120000-乙醛
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详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-2023037284-A9
优先权日:2018-11-30
标题:Combination therapy of peptidomimetic macrocycles
发明人：GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
权利人:AILERON THERAPEUTICS INC
摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

专利号:US-2018371021-A1
优先权日:2017-05-11
标题 :Peptidomimetic macrocycles and uses thereof
发明人：AIVADO MANUEL; GUERLAVAIS VINCENT; OLSON KAREN
权利人:AILERON THERAPEUTICS INC
摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

专利号:WO-2021072167-A1
优先权日:2019-10-10
标题:Compositions and methods for in vivo synthesis of unnatural polypeptides

专利号:US-11091522-B2
优先权日:2018-07-23
标题 :Peptidomimetic macrocycles and uses thereof
发明人：AIVADO MANUEL; GUERLAVAIS VINCENT; OLSON KAREN; ANNIS DAVID ALLEN
权利人:AILERON THERAPEUTICS INC
摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

专利号:EP-4041249-A1
优先权日:2019-10-10
标题 :Compositions and methods for in vivo synthesis of unnatural polypeptides

专利号:CN-114761026-A
优先权日:2019-10-10
标题:Compositions and methods for in vivo synthesis of non-natural polypeptides

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合成参考文献

参考文献:10.1055/a-1499-8679
摘要:Kärkäs MD, Shatskiy A. Photoredox-Enabled Decarboxylative Synthesis of Unnatural α-Amino Acids. Synlett. 2021 Jun 23;33(02):109–15. doi: 10.1055/a-1499-8679.