138219-39-3

Basic information

• Product Name: BROMO-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]ACETIC ACID METHYL ESTER
• Synonyms: BROMO-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]ACETIC ACID METHYL ESTER;Methyl 2-broMo-2-((tert-butoxycarbonyl)aMino)acetate
• CAS NO: 138219-39-3
• Molecular Formula: C₈H₁₄BrNO₄
• Molecular Weight: 268.11
• Mol File: 138219-39-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 301.6°Cat760mmHg
• Flash Point: 136.2°C
• Appearance: /
• Density: 1.411g/cm³
• Vapor Pressure: 0.00104mmHg at 25°C
• Refractive Index: 1.479
• CAS DataBase Reference: BROMO-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]ACETIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BROMO-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]ACETIC ACID METHYL ESTER(138219-39-3)
• EPA Substance Registry System: BROMO-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]ACETIC ACID METHYL ESTER(138219-39-3)

Safety Data

• Hazardous Substances Data: 138219-39-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H14BrNO4/c1-8(2,3)14-7(12)10-5(9)6(11)13-4/h5H,1-4H3,(H,10,12)

Upstream product

• 31954-27-5 N-(tert-butoxycarbonyl)glycine methyl ester 

Downstream Products

• 188296-15-3 [Cr(CO)3(C₆H₅CH(C₆H₅)CH(CO₂CH₃)NHCO₂C(CH₃)3)] 
• 196212-64-3 Boc-Asa[α,β-(OMe)2]-(Bn)-Gly-OtBu 
• 734548-35-7 anti-2-tert-butoxycarbonylamino-3-methylbutane-1,4-diol 
• 137105-99-8 (2S,3S)-syn-2-tert-butoxycarbonylamino-3-methylbutane-1,4-diol 
• 137106-00-4 (2R,3R)-(3-hydroxy-1-hydroxymethyl-2-methyl-propyl)-carbamic acid tert-butyl ester 
• 172479-51-5 (2S)-2-tert-butoxycarbonylamino-4-oxo-4-phenylbutyric acid methyl ester 
• 947672-93-7 (RS)-2-(5-benzhydryl-1-benzyloxy-4-pyrazolyl)-2-(N-tert-butoxycarbonylamino)acetic acid 
• 947672-92-6 (RS)-2-[1-benzyloxy-5-(3-phenylpropyl)-4-pyrazolyl]-2-(N-tert-butoxycarbonylamino)acetic acid 
• 947672-91-5 (RS)-2-[1-benzyloxy-5-(2-phenylethyl)-4-pyrazolyl]-2-(N-tert-butoxycarbonylamino)acetic acid 
• 947672-88-0 (RS)-2-(5-benzyl-1-benzyloxy-4-pyrazolyl)-2-(N-tert-butoxycarbonylamino)acetic acid 
• 947672-86-8 (RS)-2-(1-benzyloxy-5-phenyl-4-pyrazolyl)-2-(N-tert-butoxycarbonylamino)acetic acid 
• 947672-85-7 (RS)-2-(1-benzyloxy-5-cyclohexylmethyl-4-pyrazolyl)-2-(N-tert-butoxycarbonylamino)acetic acid 
• 947672-84-6 (RS)-2-(1-benzyloxy-5-pentyl-4-pyrazolyl)-2-(N-tert-butoxycarbonylamino)acetic acid 
• 947672-83-5 (RS)-2-(1-benzyloxy-5-butyl-4-pyrazolyl)-2-(N-tert-butoxycarbonylamino)acetic acid 

Relevant articles and documents

A short formal synthesis of three epimers of penmacric acid

An extremely short formal synthesis of three epimers of penmacric acid is accomplished starting from pyroglutamate in one or two steps. Stereochemical outcome in the reaction of Li and Ti enolates of pyroglutamate with imines is found to be dependent on both chelation and steric factors.

Catalytic, asymmetric Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen

(Matrix presented) Catalytic, enantioselective Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen are described. Several N-carbamate-protected α-imino esters, which are readily prepared from 2-bromoglycine esters using a polymer-supported amine, reacted with silicon enolates to afford the desired adducts in high yields with high enantioselectivity using a copper(II)-diamine complex. Easy deprotection of the product amine and transformation to free o-amino acid derivatives have also been demonstrated.

Synthesis of polysubstituted indoles and indolines by means of zirconocene-stabilized benzyne complexes

The development of a new method for the regiospecific synthesis of polysubstituted indoles and indolines is reported. The key steps involve the generation of zirconocene-stabilized benzyne complexes and subsequent intramolecular olefin insertion reactions to provide tricyclic indoline zirconacycles. The zirconacyclic intermediates were cleaved with iodine to yield diiodo indolines, which were converted to a wide variety of indole and indoline products, such as analogs of tryptamine, serotonin, tryptophan, and the pharmacophore of CC-1065.