(3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

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Chemical Name:(3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one
CAS No.:108399-95-7
Molecular Formula:C₅₃H₆₂O₁₁Si
Molecular Weight:903.154
Hs Code.:

(3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

Synonyms:(3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

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Chemical Property of (3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

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Technology Process of (3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

There total 4 articles about (3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-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: 66.8%

: 108399-94-6
methyl 2,4,6-tri-O-benzyl-3-O-<6-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-α-D-mannopyranosyl>-α-D-mannopyranoside

: 108399-95-7
(3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

Guidance literature:: With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; Ambient temperature;
DOI:10.1016/S0008-6215(00)90299-4

Reference yield:

: 108399-93-5
methyl 2,4,6-tri-O-benzyl-3-O-<6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranosyl>-α-D-mannopyranoside

: 108399-95-7
(3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

Guidance literature:: Multi-step reaction with 2 steps

1: 76.5 percent / p-toluenesulfonic acid monohydrate / various solvent(s) / 0.5 h / Ambient temperature

2: 66.8 percent / pyridinium chlorochromate, 3A molecular sieves / CH₂Cl₂ / Ambient temperature

With 3 A molecular sieve; toluene-4-sulfonic acid; pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/S0008-6215(00)90299-4

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 108399-95-7
(3aS,4S,6R,7aR)-4-((2R,3R,4S,5S,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

Guidance literature:: Multi-step reaction with 3 steps

1: 94.8 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 76.5 percent / p-toluenesulfonic acid monohydrate / various solvent(s) / 0.5 h / Ambient temperature

3: 66.8 percent / pyridinium chlorochromate, 3A molecular sieves / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; 3 A molecular sieve; toluene-4-sulfonic acid; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90299-4