(3S)-BOC-3-AMINO-4-PHENYL-2-BUTANONE

Base Information

• Chemical Name: (3S)-BOC-3-AMINO-4-PHENYL-2-BUTANONE
• CAS No.: 85613-64-5
• Molecular Formula: C15H21 N O3
• Molecular Weight: 263.337
• Hs Code.: 29225090
• Mol file: 85613-64-5.mol

Synonyms:Carbamicacid, [(1S)-2-oxo-1-(phenylmethyl)propyl]-, 1,1-dimethylethyl ester (9CI);Carbamic acid, [2-oxo-1-(phenylmethyl)propyl]-, 1,1-dimethylethyl ester, (S)-;tert-Butyl ((1S)-1-benzyl-2-oxopropyl)carbamate

Chemical Property of (3S)-BOC-3-AMINO-4-PHENYL-2-BUTANONE

Chemical Property:

• PSA: 55.40000
• LogP: 3.10230
• Storage Temp.: Store at 0-5°C

Purity/Quality:

99%min ^*data from raw suppliers

Boc-(3S)-3-amino-4-phenyl-2-butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S)-BOC-3-AMINO-4-PHENYL-2-BUTANONE

There total 15 articles about (3S)-BOC-3-AMINO-4-PHENYL-2-BUTANONE 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: 91.0%

methylmagnesium bromide (75-16-1) + Nα-(tert-butoxycarbonyl)-L-phenylalanine-N-morpholinamide (120125-44-2) → (S)-3-(tert-butoxycarbonyl)amino-4-phenyl-2-butanone (85613-64-5)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol200323r

Reference yield: 83.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + acetic anhydride (108-24-7) → (S)-3-(tert-butoxycarbonyl)amino-4-phenyl-2-butanone (85613-64-5)

Guidance literature:

With pyridine; at 100 ℃; for 4h;

Reference yield: 83.0%

(S)-2-((E)-(2R,5S)-5-tert-Butoxycarbonylamino-2,4-dimethyl-6-phenyl-hex-3-enoylamino)-3-methyl-butyric acid methyl ester (914955-65-0) → (S)-3-(tert-butoxycarbonyl)amino-4-phenyl-2-butanone (85613-64-5)

Guidance literature:

(S)-2-((E)-(2R,5S)-5-tert-Butoxycarbonylamino-2,4-dimethyl-6-phenyl-hex-3-enoylamino)-3-methyl-butyric acid methyl ester; With ozone; In methanol; dichloromethane; at -78 ℃;

With dimethylsulfide; In methanol; dichloromethane; at -78 - 20 ℃;

DOI:10.1021/ol0617704

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

methyllithium

N,O-dimethylhydroxylamine*hydrochloride

methylmagnesium bromide

Downstream raw materials:

C₂₁H₃₇NO₃Si₂

tert-butyl (S)-3-oxo-1-phenylbutan-2-ylcarbamate

((S)-1-Cyclohexylmethyl-2-oxo-propyl)-carbamic acid tert-butyl ester

Phenylalanylmethane hydrochloride

Refernces

• 1、 Wende, Raffael C.,Seitz, Alexander,Niedek, Dominik,Schuler, S?ren M. M.,Hofmann, Christine,Becker, Jonathan,Schreiner, Peter R.. "The Enantioselective Dakin-West Reaction". . p. 2719 - 2723. Retrieved 2016/02/27.
• 2、 Pradhan, Tarun K.,Krishnan, K. Syam,Vasse, Jean-Luc,Szymoniak, Jan. "Access to enantiomerically enriched cis-2,3-disubstituted azetidines via diastereoselective hydrozirconation". . p. 1793 - 1795. Retrieved 2011/06/19.