(2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Base Information

• Chemical Name: (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol
• CAS No.: 187818-06-0
• Molecular Formula: C₃₂H₄₀N₂O₄
• Molecular Weight: 516.681
• Mol file: 187818-06-0.mol

Synonyms:(2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Chemical Property of (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol

There total 4 articles about (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol 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: 90.0%

C25H32N2O4 (187818-05-9,219586-50-2) + benzylmagnesium chloride (6921-34-2) → (2S,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol (187818-07-1) + (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol (187818-06-0)

Guidance literature:

In diethyl ether; at -55 ℃; for 3h;

DOI:10.1016/S0040-4039(96)02355-6

Reference yield:

(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine (134458-64-3) → (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol (187818-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / MgSO₄ / CH₂Cl₂ / 0.5 h

2: 90 percent / diethyl ether / 3 h / -55 °C

With magnesium sulfate; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(96)02355-6

Reference yield:

N-benzyl hydroxylalmine (622-30-0) → (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-diphenyl-4N,3O-isopropylidene-3-pentanol (187818-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / MgSO₄ / CH₂Cl₂ / 0.5 h

2: 90 percent / diethyl ether / 3 h / -55 °C

With magnesium sulfate; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(96)02355-6

upstream raw materials:

C₂₅H₃₂N₂O₄

benzylmagnesium chloride

(Z)-N-<(4S,5R)-4-benzyl-3-tert-butoxycarbonyl-2,2-dimethyl-5-methylenyl-1,3-oxazolidinyl>benzylamine N-oxide

(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

Downstream raw materials:

(4S,5S)-5-((R)-1-Amino-2-phenyl-ethyl)-4-benzyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester