(2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol

Base Information

• Chemical Name: (2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol
• CAS No.: 383420-34-6
• Molecular Formula: C₂₂H₂₉NO₅
• Molecular Weight: 387.476
• Mol file: 383420-34-6.mol

Synonyms:(2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol

Chemical Property of (2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol

There total 4 articles about (2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol 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: 81.0%

(2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-1,2-O-isopropylidene-3-(4-methoxyphenyl)-1,2-propanediol (383420-33-5) → (2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol (383420-34-6)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 3h;

DOI:10.1016/S0957-4166(01)00340-8

Reference yield:

(S)-N-benzyl-2,3-O-isopropylidene-glyceraldimine (135821-68-0) → (2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol (383420-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Mg; dibromoethane / diethyl ether / 0.75 h / 0 °C

1.2: diethyl ether / 20 °C

2.1: Et₃N / ethanol / 24 h

3.1: 81 percent / PTSA / methanol / 3 h / 20 °C

With 1,1-Dibromoethane; toluene-4-sulfonic acid; magnesium; triethylamine; In methanol; diethyl ether; ethanol;

DOI:10.1016/S0957-4166(01)00340-8

Reference yield:

benzylamine (100-46-9) → (2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-3-(4-methoxyphenyl)-1,2-propanediol (383420-34-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethyl ether / 0 - 20 °C

2.1: Mg; dibromoethane / diethyl ether / 0.75 h / 0 °C

2.2: diethyl ether / 20 °C

3.1: Et₃N / ethanol / 24 h

4.1: 81 percent / PTSA / methanol / 3 h / 20 °C

With 1,1-Dibromoethane; toluene-4-sulfonic acid; magnesium; triethylamine; In methanol; diethyl ether; ethanol;

DOI:10.1016/S0957-4166(01)00340-8

upstream raw materials:

(2R,3R)-3-benzylamino-N-tert-butoxycarbonyl-1,2-O-isopropylidene-3-(4-methoxyphenyl)-1,2-propanediol

(S)-N-benzyl-2,3-O-isopropylidene-glyceraldimine

benzylamine

(2R,3R)-3-benzylamino-1,2-O-isopropylidene-3-(4-methoxyphenyl)-1,2-propanediol

Downstream raw materials:

(2R,3R)-3-tert-butoxycarbonylamino-3-(4-methoxyphenyl)-1,2-propanediol

(4R,5R)-cytoxazone