(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Base Information

Chemical Name:(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine
CAS No.:352220-07-6
Molecular Formula:C₆₁H₇₃NO₉Si
Molecular Weight:992.337
Hs Code.:

(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Synonyms:(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

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Chemical Property of (3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

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Technology Process of (3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

There total 6 articles about (3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine 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: 68.0%

: 352220-05-4
(R)-1-Benzyloxy-3-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-1-{(4R,5R)-5-[2-(tert-butyl-diphenyl-silanyloxy)-acetyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-propan-2-one

: 352220-07-6
(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: With 4 A molecular sieve; ammonium formate; sodium cyanoborohydride; In methanol;
DOI:10.1039/b101598m

Reference yield:

: 100-39-0
benzyl bromide

: 352220-07-6
(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / AgOTf / CH₂Cl₂

2: NaBH₄ / ethanol

3: 68 percent / NaCNBH₃; NH₄HCO₂; molecular sieves 4 Angstroem / methanol

With sodium tetrahydroborate; 4 A molecular sieve; ammonium formate; silver trifluoromethanesulfonate; sodium cyanoborohydride; In methanol; ethanol; dichloromethane; 3: Swern oxidation;
DOI:10.1039/b101598m

Reference yield:

: 224324-98-5
[(3aR,4R,7aR)-6-((2S,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-2,2-dimethyl-3a,7a-dihydro-4H-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane

: 352220-07-6
(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((2S,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / K₃FeCN₆; DBU / acetone

2: 62 percent / AgOTf / CH₂Cl₂

3: NaBH₄ / ethanol

4: 68 percent / NaCNBH₃; NH₄HCO₂; molecular sieves 4 Angstroem / methanol

With sodium tetrahydroborate; 4 A molecular sieve; ammonium formate; silver trifluoromethanesulfonate; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium hexacyanoferrate(III); In methanol; ethanol; dichloromethane; acetone; 4: Swern oxidation;
DOI:10.1039/b101598m