150935-37-8

Basic information

• Product Name: (3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone
• Synonyms: (3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone;Boc-D-Phe chloromethyl ketone;(R)-tert-Butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
• CAS NO: 150935-37-8
• Molecular Formula: C₁₅H₂₀ClNO₃
• Molecular Weight: 331.8
• Mol File: 150935-37-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Refractive Index: 1.517
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone(150935-37-8)
• EPA Substance Registry System: (3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone(150935-37-8)

Safety Data

• Hazardous Substances Data: 150935-37-8(Hazardous Substances Data)

Usage

General Description

(3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone is a chemical compound with the molecular formula C14H19NO3Cl. It is a chiral compound with a 3R configuration, and it contains a Boc-protected amino group, a chloro substituent, and a phenyl group on a butanone backbone. (3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone can be used as an intermediate in the synthesis of various pharmaceutical drugs and organic compounds. It is important to handle this compound with care, as it contains a chloro group that can be hazardous if mishandled. Additionally, the Boc-protected amino group makes it a versatile building block for the synthesis of complex organic molecules.

InChI:InChI=1/C15H20ClNO3/c1-15(2,3)20-14(19)17-12(13(18)10-16)9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,19)/t12-/m1/s1

Upstream product

• 19901-50-9 methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate 
• 79-11-8 chloroacetic acid 
• 21685-51-8 D-phenylalanine methyl ester 
• 673-06-3 D-(R)-phenylalanine 
• 923601-68-7 (R)-dimethylsulfoxonium 2-oxo-3-(tert-butoxycarbonylamino)-4-phenylbutylide 
• 60398-40-5 C₉H₁₁NO₂C₅H₈O₂CO₂C₄H₈ 
• 18942-49-9 Boc-D-Phe-OH 
• 115313-19-4 1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-4-phenyl-2-butanone 

Downstream Products

• 923601-69-8 (1R,2S)[3-chloro-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid 1,1-dimethylethyl ester 
• 1402142-63-5 (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl (2R,3S)-4-(4-amino-N-isobutylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-yl carbamate 
• 406953-32-0 methyl (R)-5-(tert-butoxycarbonylamino)-2-methoxycarbonyl-6-phenyl-2-[2'-(2''-pyridinyl)ethyl]-4-oxohexanoate 
• 161302-38-1 <(R,S)-3-<<(R,S)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-2-hydroxy-4-phenylbutyl>amino>-2-hydroxy-1-(phenylmethyl)propyl>carbamic acid 1,1-dimethylethyl ester 
• 161302-38-1 <(R,R)-3-<<(R,S)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-2-hydroxy-4-phenylbutyl>amino>-2-hydroxy-1-(phenylmethyl)propyl>carbamic acid 1,1-dimethylethyl ester 
• 161302-38-1 (1S-(1R*,2R)(3S*))-<3-<<3-<<(1,1-dimethylethoxy)carbonyl>amino>-2-hydroxy-4-phenylbutyl>amino>-2-hydroxy-1-(phenylmethyl)propyl>carbamic acid 1,1-dimethylethyl ester 

Relevant articles and documents

First stereoselective total synthesis of (3R, 3aS, 6aR)-hexahydrofuro[2,3- b]furan-3-yl (2R,3S)-4-(4-amino-N-isobutyl phenylsulfonamido)-3-hydroxy-1- phenylbutan-2-yl-carbamate (diastereomer of Darunavir)

The stereoselective novel synthesis of (3R,3aS,6aR)-hexahydrofuro [2,3-b]furan-3-yl (2R,3S)-4-(4-amino-N-isobutyl phenyl sulfonamido)-3-hydroxy-1- phenylbutan-2-yl-carbamate, has been accomplished in situ from the intermediate 4- amino-N-((2S,3R)-3-amino-

1-AMINO LINKED COMPOUNDS

The present invention is directed to compounds of formula (I): or a pharmaceutically acceptable salt thereof; wherein A is (II); X is selected from CH, CF and N, R8 is selected from H, C1-C6 alkyl, aryl, heteroaryl, C1-C6 alkylaryl, C1-C6 alkylheteroaryl, C2-C6 alkyl-O- C1-C6 alkyl, C1-C6 haloalkyl, hydroxy C2-C6 alkyl, -C(O)R9 and -SO2R9, or R7 and R8 combine to form (III), (IV); W is selected from CRlO and CR15, RlO is selected from H, halo, -C(O)NR13R14, C1-C6 alkyl, aryl, heteroaryl, C1-C6 alkylaryl, C1-C6 alkylheteroaryl, C1-C6 alkyl-O- C1-C6 alkyl and hydroxy C1-C6 alkyl; Het is a N-linked 5-membered heteroaryl ring optionally substituted with 1-3 substituents selected from methoxy, Cl, F, CH3, CF3, aryl, heteroaryl, C1-C4 alkylaryl or C1-C4 alkylheteroaryl, for use as inhibitors of the DPP-IV enzyme in the treatment or prevention of conditions including Type II diabetes.

Process for the reduction of carbonyl compounds

PCT No. PCT/JP97/00189 Sec. 371 Date Dec. 29, 1997 Sec. 102(e) Date Dec. 29, 1997 PCT Filed Jan. 29, 1997 PCT Pub. No. WO97/28105 PCT Pub. Date Aug. 7, 1997The present invention provides a process for reducing carbonyl compounds to hydroxy compounds, in particular stereoselectively reducing alpha -aminohaloketone derivatives, under mild conditions in an easy and simple manner, which comprises reacting a carbonyl compound of the general formula (1) with an organoaluminum compound of the general formula (4) to provide the corresponding alcohol compound of the general formula (5).