(3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole

Base Information

• Chemical Name: (3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole
• CAS No.: 266682-63-7
• Molecular Formula: C₂₃H₂₈O₄S
• Molecular Weight: 400.539

Synonyms:(3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole

Chemical Property of (3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole

Chemical Property:

Purity/Quality:

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Technology Process of (3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole

There total 1 articles about (3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole 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: 96.0%

benzyl bromide (100-39-0) + (+/-)-(3aS,4R,8S,8aS)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole-4,8-diol (63700-03-8) → (3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole (266682-63-7)

Guidance literature:

(+/-)-(3aS,4R,8S,8aS)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole-4,8-diol; With sodium hydride; In tetrahydrofuran; for 0.5h;

benzyl bromide; With sodium hydride; potassium iodide; In tetrahydrofuran; for 19h;

DOI:10.1016/S0040-4020(01)00188-0

Reference yield: 95.0%

(3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole (266682-63-7) → (-)-1,6-dideoxy-2,5-di-O-benzyl-3,4-dihydroxy-1,6-thia-D-mannitol (347837-92-7)

Guidance literature:

With trifluoroacetic acid; In water; acetonitrile; at 95 ℃; for 24h;

DOI:10.1016/S0040-4020(01)00188-0

Reference yield:

(3aS,4S,8S,8aS)-4,8-bis(benzyloxy)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole (266682-63-7) → (-)-1,6-dideoxy-2,5-di-O-benzyl-3,4-O-isopropylidene-1,6-thio-D-mannitol-S,S-dioxide (266682-66-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/S0040-4020(00)00011-9

upstream raw materials:

benzyl bromide

(+/-)-(3aS,4R,8S,8aS)-2,2-dimethylhexahydrothiepino[4,5-d][1,3]dioxole-4,8-diol

Downstream raw materials:

(-)-1,6-dideoxy-2,5-di-O-benzyl-3,4-O-isopropylidene-1,6-thio-D-mannitol-S,S-dioxide

(-)-1,6-dideoxy-2,5-di-O-benzyl-3,4-dihydroxy-1,6-thia-D-mannitol

(-)-(1R,2R,3R,4R)-2,3-diamino-1,4-di-O-benzylcyclohex-5-ene

(-)-(1R,2R,3R,4R)-2,3-diazido-1,4-di-O-benzylcyclohex-5-ene

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