dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate

Base Information

• Chemical Name: dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate
• CAS No.: 1404058-77-0
• Molecular Formula: C₄₃H₄₄NO₈P
• Molecular Weight: 733.798
• Mol file: 1404058-77-0.mol

Synonyms:dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate

Chemical Property of dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate

There total 1 articles about dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate 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: 86.0%

(1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-C-hydroxymethyl-1,3,4-cyclohexanetriol (106265-22-9) + Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate (1404058-77-0)

Guidance literature:

Dibenzyl N,N-diisopropylphosphoramidite; With 1H-tetrazole; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

(1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-C-hydroxymethyl-1,3,4-cyclohexanetriol; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.015

Reference yield: 92.0%

dibenzyl ((3aS,4R,5R,6R,7aS)-3-benzyl-4,5-bis(benzyloxy)-2-oxooctahydrobenzo[d]oxazol-6-yl)methyl phosphate (1404058-77-0) → sodium benzyl ((1R,2R,3R,4S,5S)-4-(benzylamino)-2,3-bis(benzyloxy)-5-hydroxycyclohexyl)methyl phosphate

Guidance literature:

With ethanol; sodium hydroxide; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.015

upstream raw materials:

(1S,2S,3R,4R,5R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-C-hydroxymethyl-1,3,4-cyclohexanetriol

Dibenzyl N,N-diisopropylphosphoramidite