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

Base Information

• Chemical Name: (1R,2S,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanol
• CAS No.: 310450-38-5
• Molecular Formula: C₂₁H₂₇NO₄S
• Molecular Weight: 389.516
• Mol file: 310450-38-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (1R,2S,R_S)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanol 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: 71.0%

(1R,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanone (310450-36-3) → (1R,2S,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanol (310450-38-5) + (1R,2R,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanol

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 0.25h;

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

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1R,2S,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanol (310450-38-5)

Guidance literature:

Multi-step reaction with 3 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

3.1: 71 percent / DIBAH / tetrahydrofuran; toluene / 0.25 h / -78 °C

With diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; toluene; 1.1: Acylation / 2.1: Metallation / 2.2: Condensation / 3.1: Reduction;

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

Reference yield:

D-phenylglycine methyl ester hydrochloride (19883-41-1,13226-98-7) → (1R,2S,RS)-N-(tert-butoxycarbonyl)-1-amino-1-phenyl-3-(p-tolylsulfinyl)-2-propanol (310450-38-5)

Guidance literature:

Multi-step reaction with 3 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

3.1: 71 percent / DIBAH / tetrahydrofuran; toluene / 0.25 h / -78 °C

With diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; toluene; 1.1: Acylation / 2.1: Metallation / 2.2: Condensation / 3.1: Reduction;

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

upstream raw materials:

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

di-tert-butyl dicarbonate

D-phenylglycine methyl ester hydrochloride

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

Downstream raw materials:

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