(R)-tert-Butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

Base Information

• Chemical Name: (R)-tert-Butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
• CAS No.: 150935-37-8
• Molecular Formula: C15H20 Cl N O3
• Molecular Weight: 297.782
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80703865
• Wikidata: Q72447930
• Mol file: 150935-37-8.mol

Synonyms:150935-37-8;(3R)-3-(N-Boc-amino)-1-chloro-4-phenyl-2-butanone;(R)-tert-Butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate;TERT-BUTYL N-[(2R)-4-CHLORO-3-OXO-1-PHENYLBUTAN-2-YL]CARBAMATE;Boc-D-Phechloromethylketone;SCHEMBL495794;DTXSID80703865;JAKDNFBATYIEIE-GFCCVEGCSA-N;(R)-tert-Butyl(4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate;AMY22542;AKOS015909813;(R)-3-(tert-Butoxycarbonylamino)-1-chloro-4-phenylbutan-2-one;tert-Butyl [(2R)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamate;(R)-1-Benzyl-3-chloro-2-oxopropylcarbamic acid tert-butyl ester

Chemical Property of (R)-tert-Butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

Chemical Property:

• PSA: 55.40000
• LogP: 3.32120
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 297.1131712
• Heavy Atom Count: 20
• Complexity: 333

Purity/Quality:

98%min ^*data from raw suppliers

(R)-tert-Butyl(4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)CCl
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=CC=C1)C(=O)CCl

Technology Process of (R)-tert-Butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

There total 9 articles about (R)-tert-Butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-4-phenyl-2-butanone (115313-19-4) → (R)-(1-benzyl-3-chloro-2-oxopropyl)carbamic acid t-butyl ester (150935-37-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; diethyl ether; water; at 0 ℃; for 0.5h;

Reference yield: 80.0%

methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate (19901-50-9,51987-73-6,77119-84-7) + chloroacetic acid (79-11-8) → (R)-(1-benzyl-3-chloro-2-oxopropyl)carbamic acid t-butyl ester (150935-37-8)

Guidance literature:

methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate; chloroacetic acid; With methylmagnesium chloride; In tetrahydrofuran; at 10 ℃; for 0.5h; Inert atmosphere;

With methylmagnesium chloride; diisopropylamine; In tetrahydrofuran; at 10 ℃; for 2.75h; Reflux;

Reference yield:

C15H21N3O3 → (R)-(1-benzyl-3-chloro-2-oxopropyl)carbamic acid t-butyl ester (150935-37-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; at 0 ℃; for 2h;

upstream raw materials:

1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-4-phenyl-2-butanone

Boc-D-Phe-OH

C₉H₁₁NO₂C₅H₈O₂CO₂C₄H₈

(R)-dimethylsulfoxonium 2-oxo-3-(tert-butoxycarbonylamino)-4-phenylbutylide

Downstream raw materials:

(1R,2S)[3-chloro-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid 1,1-dimethylethyl ester

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl (2R,3S)-4-(4-amino-N-isobutylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-yl carbamate

methyl (R)-5-(tert-butoxycarbonylamino)-2-methoxycarbonyl-6-phenyl-2-[2'-(2''-pyridinyl)ethyl]-4-oxohexanoate

<(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

Refernces

• 1、 -. "BISFURANYL PROTEASE INHIBITORS". Page/Page column 35; 36. . Retrieved 2008/06/13.
• 2、 -. "Melanocortin receptor ligands". Page/Page column 54-55. . Retrieved 2010/11/08.