144069-67-0

Basic information

• Product Name: BOC-(2S)-INDOLINE CARBOXYLIC ACID
• Synonyms: BOC-(2S)-INDOLINE CARBOXYLIC ACID;BOC-IDC-OH;BOC-L-INDOLINE-2-CARBOXYLIC ACID;BOC-L-IDC-OH;RARECHEM EM WB 0142;(S)2,3-DIHYDRO-INDOLE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;(S)-N-ALPHA-TERT-BUTYLOXYCARBONYL-2-INDOLINECARBOXYLIC ACID;(R)-N-alpha-t-Butyloxycarbonyl-2-indolinecarboxylic acid
• CAS NO: 144069-67-0
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.29
• Product Categories: Amino Acids
• Mol File: 144069-67-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Store at 0°C
• CAS DataBase Reference: BOC-(2S)-INDOLINE CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-(2S)-INDOLINE CARBOXYLIC ACID(144069-67-0)
• EPA Substance Registry System: BOC-(2S)-INDOLINE CARBOXYLIC ACID(144069-67-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 144069-67-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-white solid

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 79815-20-6 (S)-indoline-2-carboxylic acid 
• 186704-03-0 methyl (+/-)-1-t-butoxycarbonyl-indoline-2-carboxylate 
• 1202-04-6 indole-2-carboxylic acid methyl ester 
• 3770-50-1 2-carbethoxyindole 
• 101137-66-0 methyl2-<(E)-phenylhydrazono>propionate 
• 59040-84-5 indoline-2-carboxylic acid methyl ester 
• 62-53-3 aniline 
• 163229-48-9 1-(1,1-dimethylethyl)-1H-indole-1,2-dicarboxylic acid 2-methyl ester 
• 13732-33-7 ethyl α-(E-phenylhydrazono)propionate 

Downstream Products

• 176714-25-3 (S)-2-{(2S,4R)-2-[(2S,3aS,6aS)-2-(Benzyl-methyl-carbamoyl)-hexahydro-cyclopenta[b]pyrrole-1-carbonyl]-4-hydroxy-pyrrolidine-1-carbonyl}-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 
• 176714-26-4 (S)-2-{(2S,4R)-2-[(S)-2-(Benzyl-methyl-carbamoyl)-2,3-dihydro-indole-1-carbonyl]-4-hydroxy-pyrrolidine-1-carbonyl}-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 
• 176714-24-2 (S)-2-{(2S,4R)-2-[(S)-3-(Benzyl-methyl-carbamoyl)-3,4-dihydro-1H-isoquinoline-2-carbonyl]-4-hydroxy-pyrrolidine-1-carbonyl}-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 
• 678988-10-8 (S)-N,N-dibenzyl-1-(tert-butoxycarbonyl)-2,3-dihydroindole-2-carboxamide 
• 338463-31-3 (S)-2-((4-(methoxycarbonylpropyl)phenyl)aminocarbonyl)indoline 
• 926893-38-1 (S)-N-(2,6-dimethylphenyl)-indoline-2-carboxamide 
• 950196-01-7 C₂₀H₂₁N₃O₇S 
• 950196-02-8 C₂₀H₂₀N₂O₆ 
• 950196-03-9 C₂₁H₂₄N₂O₅S 
• 950196-04-0 C₂₉H₄₀N₂O₅S 
• 886447-93-4 ethyl [4-[1-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-2,3-dihydro-1H-(2S)-indolylcarbonyl]-1-piperazinyl]acetate 
• 141410-06-2 (S)-indoline-2-carboxylic acid methyl ester 
• 678988-11-9 (S)-N,N-dibenzyl-2,3-dihydro-1H-indole-2-carboxamide 

Relevant articles and documents

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Both enantiomers of N-Boc-indoline-2-carboxylic esters

An immobilized form of Candida antarctica lipase (Chirazyme L-2) catalyzed enantioselective hydrolysis (E > 1000) of N-Boc-indoline-2-carboxylic acid methyl ester. The reaction proceeded efficiently at 60 °C, a temperature over the melting point of substrate, in the conversion of 49.9% to provide the hydrolyzed product, (S)-carboxylic acid with >99.9% ee and the unreacted (R)-ester with 99.6% ee. A newly developed expeditious route to the racemic substrate (a total of six steps, 60% yield), starting from aniline and ethyl α-methylacetoacetate, established the scalable chemoenzymatic synthesis of the desired compounds in both enantiomerically pure forms.

Catalytic asymmetric borane reduction of prochiral ketones by the use of diazaborolidine catalysts prepared from chiral β-diamines

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