tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate

Base Information

• Chemical Name: tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate
• CAS No.: 1202246-33-0
• Molecular Formula: C₃₃H₃₉NO₆
• Molecular Weight: 545.676
• Mol file: 1202246-33-0.mol

Synonyms:tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate

Chemical Property of tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate

There total 1 articles about tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate 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:

1,5-anhydro-2-deoxy-1,2-C-(exo-carboxymethylene)-3,4,6-tri-O-benzyl-α-D-glucitol (935398-00-8) + tert-butyl alcohol (75-65-0) → tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate (1202246-33-0)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; for 24h; Molecular sieve; Reflux;

DOI:10.1016/j.bmcl.2009.10.022

Reference yield: 85.0%

1-bromo-butane (109-65-9) + tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate (1202246-33-0) → C37H47NO6 (1202246-34-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.10.022

Reference yield: 73.0%

5-(adamantan-1-yl-methoxy)-1-bromo-pentane (850888-01-6) + tert-butyl (1S,3R,4S,5R,6S,7S)-4,5-bis(benzyloxy)-3-(benzyloxymethyl)-2-oxabicyclo[4.1.0]heptan-7-ylcarbamate (1202246-33-0) → C49H65NO7 (1202246-35-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.10.022

upstream raw materials:

1,5-anhydro-2-deoxy-1,2-C-(exo-carboxymethylene)-3,4,6-tri-O-benzyl-α-D-glucitol

tert-butyl alcohol

Downstream raw materials:

C₄₉H₆₅NO₇

C₃₇H₄₇NO₆