(4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

Base Information

• Chemical Name: (4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one
• CAS No.: 89756-23-0
• Molecular Formula: C₃₉H₅₆O₁₂Si
• Molecular Weight: 744.952

Synonyms:

Chemical Property of (4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

Chemical Property:

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Technology Process of (4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

There total 3 articles about (4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one 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:

(4aR,6R,7R,8R,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (89756-22-9) → (4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one (89756-23-0)

Guidance literature:

With aluminum oxide; pyridinium chlorochromate;

DOI:10.1016/0008-6215(83)88371-2

Reference yield:

2,3:5,6-Di-O-isopropylidene-4-O-(4',6'-O-isopropylidene-α-D-glucopyranosyl)-aldehydo-D-glucose dimethyl acetal (72200-55-6) → (4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one (89756-23-0)

Guidance literature:

Multi-step reaction with 2 steps

2: pyridinium chlorochromate/alumina

With aluminum oxide; pyridinium chlorochromate;

DOI:10.1016/0008-6215(83)88371-2

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (4aR,6R,8S,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one (89756-23-0)

Guidance literature:

Multi-step reaction with 2 steps

2: pyridinium chlorochromate/alumina

With aluminum oxide; pyridinium chlorochromate;

DOI:10.1016/0008-6215(83)88371-2

upstream raw materials:

(4aR,6R,7R,8R,8aR)-8-(tert-Butyl-diphenyl-silanyloxy)-6-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

2,3:5,6-Di-O-isopropylidene-4-O-(4',6'-O-isopropylidene-α-D-glucopyranosyl)-aldehydo-D-glucose dimethyl acetal

tert-butylchlorodiphenylsilane

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