(4aS,8aR,9R,9aS,10aR)-3-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-4a,5,8a,9,9a,10a-hexahydro-4,6,8,10-tetraoxa-1,2-diaza-anthracene-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (4aS,8aR,9R,9aS,10aR)-3-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-4a,5,8a,9,9a,10a-hexahydro-4,6,8,10-tetraoxa-1,2-diaza-anthracene-1-carboxylic acid benzyl ester
• CAS No.: 120120-70-9
• Molecular Formula: C₃₅H₄₂N₂O₈Si
• Molecular Weight: 646.813

Synonyms:

Chemical Property of (4aS,8aR,9R,9aS,10aR)-3-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-4a,5,8a,9,9a,10a-hexahydro-4,6,8,10-tetraoxa-1,2-diaza-anthracene-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aS,8aR,9R,9aS,10aR)-3-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-4a,5,8a,9,9a,10a-hexahydro-4,6,8,10-tetraoxa-1,2-diaza-anthracene-1-carboxylic acid benzyl ester

There total 3 articles about (4aS,8aR,9R,9aS,10aR)-3-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-4a,5,8a,9,9a,10a-hexahydro-4,6,8,10-tetraoxa-1,2-diaza-anthracene-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: 70.0%

tert-Butyl-dimethyl-((4aR,8S,8aR)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-silane (120201-17-4) + dibenzyl azodicarboxylate (2449-05-0) → <4aS-(4aα,5aα,8α,9aβ,10α,10aα)>-10-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-4a,5a,6,9a,10,10a-hexahydro-8-phenyl-3-(phenylmethoxy)-1H-<1,3>dioxino<4',5':5,6>pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester (120120-70-9,120201-14-1)

Guidance literature:

In dichloromethane; cyclohexane; Irradiation;

DOI:10.1021/ja00190a037

Reference yield:

4,6-O-benzylidene-3-O-(tert-butyldimethyl)silyl-D-glucal (120120-65-2) + dibenzyl azodicarboxylate (2449-05-0) → <4aR-(4aα,5aβ,8β,9α,10aα)>-10-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-4a,5a,6,9a,10,10a-hexahydro-8-phenyl-3-(phenylmethoxy)-1H-<1,3>dioxino<4',5':5,6>pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester (120120-70-9,120201-14-1) + (4aS,8aR,9R,9aS,10aR)-3-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-4a,5,8a,9,9a,10a-hexahydro-4,6,8,10-tetraoxa-1,2-diaza-anthracene-1-carboxylic acid benzyl ester (120120-70-9,120201-14-1)

Guidance literature:

In dichloromethane; cyclohexane; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1021/ja00190a037

Reference yield:

4,6-O-benzylidene-3-O-(tert-butyldimethyl)silyl-D-glucal (120120-65-2) + dibenzyl azodicarboxylate (2449-05-0) → <4aR-(4aα,5aβ,8β,9α,10aα)>-10-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-4a,5a,6,9a,10,10a-hexahydro-8-phenyl-3-(phenylmethoxy)-1H-<1,3>dioxino<4',5':5,6>pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester (120120-70-9,120201-14-1) + (4aS,8aR,9R,9aS,10aR)-3-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-4a,5,8a,9,9a,10a-hexahydro-4,6,8,10-tetraoxa-1,2-diaza-anthracene-1-carboxylic acid benzyl ester (120120-70-9,120201-14-1)

Guidance literature:

In dichloromethane; cyclohexane; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1021/ja00190a037

upstream raw materials:

tert-Butyl-dimethyl-((4aR,8S,8aR)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-silane

dibenzyl azodicarboxylate

4,6-O-benzylidene-3-O-(tert-butyldimethyl)silyl-D-glucal

Downstream raw materials:

methyl 2-acetamido-3,4,6-O-triacetyl-2-deoxy-β-D-glucopyranoside

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