66967-01-9

Basic information

• Product Name: BOC-EPI-STATINE
• Synonyms: (3R,4S)-3-HYDROXY-4-BOC-AMINO-6-METHYL-HEPTANOIC ACID;(3R,4S)-N-(TERT-BUTOXYCARBONYL)-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID;(3R,4S)-N-TERT-BUTYLOXYCARBONYL-STATINE;(3R,4S)-4-(BOC-AMINO)-3-HYDROXY-6-METHYL-HEPTANOIC ACID;BOC-EPI-STATINE;BOC-3R,4S-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID;BOC-(3R,4S)-STA-OH;BOC-STA(3R,4S)-OH
• CAS NO: 66967-01-9
• Molecular Formula: C₁₃H₂₅NO₅
• Molecular Weight: 275.34
• Product Categories: Amino Acids
• Mol File: 66967-01-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 137-139 °C
• Appearance: white - off-white powder
• Storage Temp.: 2-8°C
• CAS DataBase Reference: BOC-EPI-STATINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-EPI-STATINE(66967-01-9)
• EPA Substance Registry System: BOC-EPI-STATINE(66967-01-9)

Safety Data

• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 66967-01-9(Hazardous Substances Data)

Usage

General Description

BOC-EPI-STATINE is a synthetic compound that functions as an inhibitor of the enzyme endothelin-converting enzyme-1 (ECE-1). It is commonly used in research settings to study the role of endothelin in various physiological processes, such as blood pressure regulation and the development of cardiovascular diseases. BOC-EPI-STATINE has been shown to be effective in reducing the production of endothelin-1, a potent vasoconstrictor, and may have potential therapeutic applications in the treatment of conditions such as hypertension and heart failure. BOC-EPI-STATINE has been the subject of numerous studies and is a valuable tool for furthering our understanding of the endothelin system and its implications for human health.

Upstream product

• 113283-88-8 (4S,5R)-3-(tert-butoxycarbonyl)-5-(carboxymethyl)-4-isobutyloxazolidin-2-one 
• 254752-33-5 C₁₉H₃₇NO₃Si 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 138760-83-5 ((1S,2S)-1-Isobutyl-2-trimethylsilanyloxy-but-3-enyl)-carbamic acid tert-butyl ester 
• 91254-81-8 (1-Formyl-3-methylbutyl)carbamic acid,1,1-dimethylethyl ester 
• 421557-33-7 (E)-(S)-4-(tert-Butoxycarbonyl-hydroxymethyl-amino)-6-methyl-hept-2-enoic acid methyl ester 
• 114423-50-6 methyl (E,4S)-4-[(tert-butoxycarbonyl)amino]-6-methylhept-2-enoate 
• 864165-68-4 (E)-(S)-4-(Acetoxymethyl-tert-butoxycarbonyl-amino)-6-methyl-hept-2-enoic acid methyl ester 
• 864165-76-4 (E)-(S)-4-(tert-Butoxycarbonyl-hydroperoxymethyl-amino)-6-methyl-hept-2-enoic acid methyl ester 
• 936226-65-2 (2S,3R)-tert-butyl 3-hydroxy-2-isobutyl-5-oxopyrrolidine-1-carboxylate 
• 63096-02-6 N-tert-butoxycarbonyl-L-leucine methyl ester 
• 113283-80-0 [(1S,2R)-2-((1S,3S)-3-Hydroxy-1-methyl-butoxy)-1-isobutyl-pent-4-enyl]-carbamic acid benzyl ester 
• 113283-74-2 [(S)-1-((4S,6S)-4,6-Dimethyl-[1,3]dioxan-2-yl)-3-methyl-butyl]-carbamic acid benzyl ester 
• 113283-83-3 (4S,5R)-5-Allyl-4-isobutyl-oxazolidin-2-one 

Downstream Products

• 114995-98-1 (3S,4S)-3-[(Benzyloxycarbonyl)amino]-4-[(tert-butoxycarbonyl)amino]-6-methyl-heptanoic acid dicyclohexylamine salt 
• 114995-97-0 (1S,2S)-<1-(4-oxo-2-azetidinyl)-3-methylbutyl>carbamic acid 1,1-dimethylethyl ester 
• 104021-83-2 methyl (3S,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate 
• 100512-24-1 (3S,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoic acid 
• 109292-04-8 (4S,5S)-4-<<(phenylmethoxy)carbonyl>amino>-5-(2'-methylpropyl)-2-oxopyrrolidine 

Relevant articles and documents

Strict reagent control in the asymmetric allylboration of N-TIPS-α-amino aldehydes with the B-allyl-10-TMS-9-borabicyclo[3.3.2] decanes

(Chemical Equation Presented) The allylboration of enantiomerically pure N-triisopropylsilyl-α-amino aldehydes (2) with B-allyl-10-trimethylsilyl- 9-borabicyclo[3.3.2]decanes (1) proceeds cleanly at -78 °C, exhibiting essentially complete reagent control. After an oxidative workup, an HOAc-mediated N→O TIPS rearrangement facilitates the clean formation of stable O-TIPS protected β-amino alcohol derivatives 3 which are isolated in 60-83% yields in >96% de and >99% ee. For the leucinal series (R = i-Bu), an efficient entry to either statine (8aSS) or epi-statine (8aRS) is reported illustrating the versatility of this potent 1/2 combination.

Intramolecular nucleophilic epoxidation of γ-amino-α,β- unsaturated esters with an N-hydroperoxymethyl group

Intramolecular nucleophilic epoxidation reactions of γ-amino-α, β-unsaturated esters have been studied for the first time with a hydroperoxymethyl group attached to the nitrogen atom. The epoxidation was fast under mild basic conditions and highly anti se

A synthetic approach to 3-hydroxy 4-substituted carboxylic acids based on the stereoselective reduction of 1-trimethylsilyl-1-alkyn-3-ones

The oxazaborolidine-mediated reduction of chiral, 4-substituted 1-trimethylsilyl-1-alkyn-3-ones followed by hydroboration affords syn or anti 3-hydroxy 4-substituted carboxylic acids, common substructures of a number of biologically active macrolides, peptides and depsipeptides, with high control on the new C(3) stereocenter. This strategy has been applied to the synthesis of (3S,4S)-3-hydroxy-4-methylheptanoic acid and of N-Boc-statine, constituents of permentin A and pepstatin, respectively. (C) 2000 Elsevier Science Ltd.