(4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester
• CAS No.: 105930-85-6
• Molecular Formula: C₃₉H₄₄N₂O₈Si
• Molecular Weight: 696.872
• Mol file: 105930-85-6.mol

Synonyms:(4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester

Chemical Property of (4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester

There total 1 articles about (4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester 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: 73.0%

dibenzyl azodicarboxylate (2449-05-0) + tert-Butyl-((2R,3S)-2-methoxymethoxymethyl-2,3-dihydro-furan-3-yloxy)-diphenyl-silane → (4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester (105930-85-6)

Guidance literature:

In dichloromethane; cyclohexane; for 18h; Heating;

DOI:10.1021/ja00235a050

Reference yield: 95.0%

(4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester (105930-85-6) → C40H48N2O9Si (105930-89-0)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1021/ja00235a050

Reference yield:

(4aS,6R,7S,7aS)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxymethoxymethyl-4a,6,7,7a-tetrahydro-furo[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester (105930-85-6) → (2S,3S,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-methoxy-5-methoxymethoxymethyl-tetrahydro-furan-3-ylamine

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / p-TsOH*H₂O

2: 80 percent / H₂ / Raney Ni, W-2 / methanol; acetic acid / 2068.6 Torr

With hydrogen; toluene-4-sulfonic acid; nickel; In methanol; acetic acid;

DOI:10.1021/ja00235a050

upstream raw materials:

dibenzyl azodicarboxylate

Downstream raw materials:

C₄₀H₄₈N₂O₉Si