(+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

Base Information

• Chemical Name: (+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane
• CAS No.: 256451-14-6
• Molecular Formula: C₄₂H₄₀N₄O₇
• Molecular Weight: 712.802
• Mol file: 256451-14-6.mol

Synonyms:(+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

Chemical Property of (+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

There total 1 articles about (+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane 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: 85.0%

dibenzyl azodicarboxylate (2449-05-0) + (+)-(2R,5S,6S)-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane (195525-45-2) → (+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane (256451-14-6)

Guidance literature:

(+)-(2R,5S,6S)-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane; With lithium diisopropyl amide; at -78 ℃;

dibenzyl azodicarboxylate;

DOI:10.1016/S0957-4166(99)00420-6

Reference yield: 67.0%

(+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane (256451-14-6) → (-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine (256451-16-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1039/b106783b

Reference yield:

(+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane (256451-14-6) → (3R,7S,7aS)-6-Amino-7-(benzyl-benzyloxy-amino)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one + (3R,7R,7aS)-7-(Benzyl-benzyloxy-amino)-6-hydrazino-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 48h; under 3000.24 Torr; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(99)00420-6

upstream raw materials:

dibenzyl azodicarboxylate

(+)-(2R,5S,6S)-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

Downstream raw materials:

(-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine