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

Base Information

• Chemical Name: (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-dicyclohexyl-4N,3O-isopropylidene-3-pentanol
• CAS No.: 219586-56-8
• Molecular Formula: C₃₂H₅₂N₂O₄
• Molecular Weight: 528.776
• Mol file: 219586-56-8.mol

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

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

There total 1 articles about (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-dicyclohexyl-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:

cyclohexylmethyl magnesium bromide (35166-78-0) + (Z)-N-<(4S,5R)-3-tert-butoxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-5-methylenyl-1,3-oxazolidinyl>benzylamine N-oxide (219586-51-3) → (2S,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-dicyclohexyl-4N,3O-isopropylidene-3-pentanol (219586-57-9) + (2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-dicyclohexyl-4N,3O-isopropylidene-3-pentanol (219586-56-8)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 3h; Product distribution; effect of addition of Et₂AlCl; other solvent;

DOI:10.1021/jo980980u

Reference yield:

(2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-dicyclohexyl-4N,3O-isopropylidene-3-pentanol (219586-56-8) → (4S,5S)-5-((R)-1-Amino-2-cyclohexyl-ethyl)-4-cyclohexylmethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; acetic acid; for 18h; under 2280 Torr; Ambient temperature;

DOI:10.1021/jo980980u

Reference yield:

(2R,3R,4S)-2-N-benzylhydroxylamine-4-tert-butoxycarbonylamino-1,5-dicyclohexyl-4N,3O-isopropylidene-3-pentanol (219586-56-8) → (2R,3r,4S)-2,4-diamino-1,5-dicyclohexyl-3-pentanol

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd(OH)2 / acetic acid; ethanol / 18 h / 2280 Torr / Ambient temperature

2: HCl / H₂O / 3 h / 90 °C

With hydrogenchloride; hydrogen; palladium dihydroxide; In ethanol; water; acetic acid;

DOI:10.1021/jo980980u

upstream raw materials:

cyclohexylmethyl magnesium bromide

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