136010-67-8

Basic information

• Product Name: Butanedioic acid, 2-hydroxy-3-(phenylmethyl)-, (2S,3R)-
• Synonyms: (2R,3S)-2-Benzyl-3-hydroxy-succinic acid
• CAS NO: 136010-67-8
• Molecular Formula: C11H12O5
• Molecular Weight: 224.213
• Mol File: 136010-67-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Butanedioic acid, 2-hydroxy-3-(phenylmethyl)-, (2S,3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanedioic acid, 2-hydroxy-3-(phenylmethyl)-, (2S,3R)-(136010-67-8)
• EPA Substance Registry System: Butanedioic acid, 2-hydroxy-3-(phenylmethyl)-, (2S,3R)-(136010-67-8)

Safety Data

• Hazardous Substances Data: 136010-67-8(Hazardous Substances Data)

Upstream product

• 73828-17-8 (2S,3R)-3-Benzyl-2-hydroxybernsteinsaeure-diethylester 
• 363139-46-2 diisopropyl (2R,3S)-2-benzyl-3-hydroxysuccinate 
• 100-39-0 benzyl bromide 
• 85719-40-0 dibenzyl (2S)-2-hydroxybutanedioate 

Downstream Products

• 874646-36-3 (2R)-2-[(4S)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]-3-phenylpropanoic acid 
• 1003002-86-5 (2S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-phenylpropyl pivalate 
• 1003002-88-7 (2S)-2-benzyl-3-oxopropyl pivalate 
• 1003002-90-1 (2R)-2-benzyl-3-hydroxypropyl pivalate 
• 1003002-92-3 (2R)-3-azido-2-benzylpropyl pivalate 
• 1610595-77-1 C₁₆H₂₁NO₂S 
• 1610595-74-8 C₁₆H₂₁NO₂S 
• 1003002-79-6 (4S)-4-[(1S)-2-azido-1-benzylethyl]-2,2-dimethyl-1,3-dioxolane 
• 1003002-77-4 (2S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-phenyl-1-propanol 
• 1621508-96-0 C₂₄H₃₁N₃O₄S 
• 1621151-96-9 C₂₄H₃₁N₃O₄S 
• 1621508-97-1 C₂₄H₃₁N₃O₄S 
• 1621152-04-2 C₂₄H₃₃N₃O₂S 
• 1621152-21-3 C₂₄H₃₃N₃O₂S 

Relevant articles and documents

α-Methylated simplified resiniferatoxin (sRTX) thiourea analogues as potent and stereospecific TRPV1 antagonists

A series of α-methylated analogues of the potent sRTX thiourea antagonists were investigated as rTRPV1 ligands in order to examine the effect of α-methylation on receptor activity. The SAR analysis indicated that activity was stereospecific with the (R)-configuration of the newly formed chiral center providing high binding affinity and potent antagonism while the configuration of the C-region was not significant.

Enantioselective synthesis of α-hydroxylated enterolactone and analogs

A short and general synthesis of enantiomerically pure α-hydroxylated lactone lignans starting from commercially available iPr malate is presented. Key reactions are two stereoselective alkylations of malic acid derivatives. Some enhancements of the alkylation of malic acid esters and a general extension of the alkylation of dioxolanones is reported. Proof of the stereochemical outcome of the alkylation reactions is provided by X-ray diffraction analysis of α-hydroxy-α,β-dibenzyl-γ-butyrolactone, the first crystal structure of an enantiomerically pure α-hydroxylated lactone lignan.