<4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester

Base Information

• Chemical Name: <4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester
• CAS No.: 105930-88-9
• Molecular Formula: C₄₀H₆₆N₂O₈Si₃
• Molecular Weight: 787.229

Synonyms:<4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester

Chemical Property of <4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester

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Technology Process of <4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester

There total 3 articles about <4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl 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: 71.0%

tri-O-(tert-butyldimethylsilyl)-D-glucal (79999-47-6) + dibenzyl azodicarboxylate (2449-05-0) → <4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester (105930-88-9)

Guidance literature:

In dichloromethane; cyclohexane; at 35 ℃; for 96h; Irradiation;

DOI:10.1021/ja00190a037

Reference yield: 71.0%

dibenzyl azodicarboxylate (2449-05-0) + tri-O-(tert-butyldimethylsilyl)-D-glucal (79999-47-6) → <4aR-(4aα,6α,8α,8aα)>-7,8-Bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4a,7,8,8a-tetrahydro-3-(phenylmethoxy)-1H,6H-pyrano<3,2-e><1,3,4>oxadiazine-1-carboxylic acid phenylmethyl ester (105930-88-9)

Guidance literature:

In dichloromethane; cyclohexane; Irradiation;

DOI:10.1021/ja00235a050

Reference yield:

dibenzyl azodicarboxylate (2449-05-0) + (2R,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-dihydro-2H-pyran (79999-47-6,121702-69-0,128822-21-9) → (4aS,6S,7S,8S,8aS)-3-Benzyloxy-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-6,7,8,8a-tetrahydro-4aH-pyrano[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester (105930-88-9)

Guidance literature:

In dichloromethane; cyclohexane; for 96h; Irradiation;

DOI:10.1016/S0040-4039(00)99150-0

upstream raw materials:

dibenzyl azodicarboxylate

tri-O-(tert-butyldimethylsilyl)-D-glucal

dibenzyl azodicarboxylate

(2R,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-dihydro-2H-pyran

Downstream raw materials:

Methyl 2-<1,2-bis<(phenylmethoxy)carbonyl>hydrazino>-2-deoxy-3,4,6-tris-O-<(1,1-dimethylethyl)dimethylsilyl>-Sb-D-glucopyranoside

C₆₇H₁₁₄N₂O₉Si₃

C₃₄H₅₂N₂O₈Si₂

C₄₂H₇₀N₂O₁₀Si₃

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