109010-60-8

Basic information

• Product Name: S-ATBA
• Synonyms: T-BUTYL 3-(S)-AMINO-2,3,4,5-TETRAHYDRO-1H-[1]BENZEPINE-2-ONE-1-ACETATE;TERT-BUTYL-3-AMINO-2,3,4,5-TETRAHYDRO-2-OXO-1H-(3S)-BENZAZEPINE-1-ACETATE;TERTBUTYL (3S)-3-AMINO-2,3,4,5-TETRAHYDRO-1H-(1)-BENZAZEPIN-2-ONE-1-ACETATE;TERT-BUTYL-(S)-(3-AMINO-2-OXO-2,3,4,5-TETRAHYDROBENZO[B]AZEPIN-1-YL)ACETATE;(S)-TERT-BUTYL 2-(3-AMINO-2-OXO-2,3,4,5-TETRAHYDROBENZO[B]AZEPIN-1-YL)ACETATE;s-atba;(S)-3-AMINO-1-(TERT-BUTOXYCARBONYLMETHYL)-2,3,4,5-TETRAHYDRO-1H-BENZAZEPIN-2-ONE;(s)-3-amino-2,3,4,5-tetrahydro-2-oxo-1h-1-benazepine-1-acetic acid 1,1-dimethyl ethyl ester
• CAS NO: 109010-60-8
• Molecular Formula: C₁₆H₂₂N₂O₃
• Molecular Weight: 290.36
• EINECS: 1806241-263-5
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 109010-60-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 115-116°C
• Boiling Point: 483.2 ºC at 760 mmHg
• Flash Point: 246 ºC
• Appearance: white/solid
• Density: 1.133 g/cm³
• Refractive Index: 1.543
• Storage Temp.: -20?C Freezer
• Solubility: DMSO: ~34 mg/mL, soluble
• PKA: 7.37±0.20(Predicted)
• CAS DataBase Reference: S-ATBA(CAS DataBase Reference)
• NIST Chemistry Reference: S-ATBA(109010-60-8)
• EPA Substance Registry System: S-ATBA(109010-60-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 2
• RTECS: CX7065000
• Hazardous Substances Data: 109010-60-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

S-ATBA is an intermediate in the synthesis of benazepril.

InChI:InChI=1/C16H23N3O2/c1-11(2)9-18-15(20)10-19-14-6-4-3-5-12(14)7-8-13(17)16(19)21/h3-6,11,13H,7-10,17H2,1-2H3,(H,18,20)/t13-/m0/s1

Upstream product

• 107-59-5 tert-Butyl chloroacetate 
• 197658-50-7 (S)-3-((S)-1-Phenyl-ethylamino)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one 
• 529-23-7 o-aminobenzaldehyde 
• 197658-51-8 3-((S)-1-Phenyl-ethylamino)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one 
• 86499-96-9 3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one 
• 182561-27-9 (S)-1-t-butyloxycarbonylmethyl-3-amino-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one tartrate salt 

Downstream Products

• 109010-61-9 (2S,3'S)-2-(1-tert-butoxycarbonylmethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-4-phenylbutyric acid ethyl ester 

Relevant articles and documents

Synthesis method of (S)-amino compound

The invention relates to a synthesis method of a benazepril hydrochloride intermediate (S)-amino compound. According to the technical scheme, the preparation method of the (S)-amino compound comprises the following steps of by taking 2-aminobenzaldehyde 15 as an initial raw material, carrying out Aldol condensation under the action of alkali to prepare a compound 16, carrying out Pd/C catalytic hydrogenation on the compound 16 to prepare a compound 17, and carrying out DCC condensation on the compound 17 to generate a main structure compound 18 of the benazepril intermediate (S)-amino compound, carrying out substitution reaction on the compound 18 and tert-butyl chloroacetate to prepare a compound 19, and carrying out transamination reaction on the compound 19 under the catalytic action of a quinine-derived catalyst to generate the benazepril intermediate (S)-amino compound 1. The benazepril intermediate (S)-amino compound is synthesized by a method for directly constructing a chiral center through asymmetric catalysis, so that the reaction yield is increased.

Phosphonic acid-substituted benzazepinone-n-acetic acid derivatives process for their preparation and pharmaceutical compositions comprising them

Compounds having NEP-inhibitory activity, corresponding to the formula I in whichR 1 is hydrogen or a group forming a biolabile phosphonic acid ester,R 2 is hydrogen or a group forming a biolabile phosphonic acid ester and R. sup.3 is hydrogen or a group forming a biolabile carboxylic acid esterand physiologically acceptable salts of acids of formula I, and pharmaceutical compositions comprising these compounds.

Asymmetric synthesis of N-substituted α-aminobenzlactam via crystallization-induced asymmetric transformation of covalent diastereomer

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