(1R,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone

Base Information

• Chemical Name: (1R,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone
• CAS No.: 310450-36-3
• Molecular Formula: C₂₁H₂₅NO₄S
• Molecular Weight: 387.5
• Mol file: 310450-36-3.mol

Synonyms:(1R,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone

Chemical Property of (1R,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone

There total 3 articles about (1R,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone 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: 75.0%

(R)-methyl p-tolyl sulfoxide (1519-39-7) + (R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester (141190-94-5,143978-88-5) → (1R,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone (310450-36-3)

Guidance literature:

(R)-methyl p-tolyl sulfoxide; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

(R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester; In tetrahydrofuran; at -78 ℃; for 3h;

DOI:10.1016/S0957-4166(00)00264-0

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1R,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone (310450-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / Et₃N / methanol / 24 h / 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 75 percent / tetrahydrofuran / 3 h / -78 °C

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1.1: Acylation / 2.1: Metallation / 2.2: Condensation;

DOI:10.1016/S0957-4166(00)00264-0

Reference yield:

D-phenylglycine methyl ester hydrochloride (19883-41-1,13226-98-7) → (1R,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone (310450-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / Et₃N / methanol / 24 h / 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 75 percent / tetrahydrofuran / 3 h / -78 °C

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1.1: Acylation / 2.1: Metallation / 2.2: Condensation;

DOI:10.1016/S0957-4166(00)00264-0

upstream raw materials:

(R)-methyl p-tolyl sulfoxide

(R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester

di-tert-butyl dicarbonate

D-phenylglycine methyl ester hydrochloride

Downstream raw materials:

(1R,2S,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanol

(1R,2R)-1--1-phenylpropan-2-ol