(3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Base Information

• Chemical Name: (3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol
• CAS No.: 569686-36-8
• Molecular Formula: C₂₂H₂₈O₄Si
• Molecular Weight: 384.547

Synonyms:(3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Chemical Property of (3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

Chemical Property:

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Technology Process of (3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol

There total 1 articles about (3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol 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: 52.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 1,4:3,6-dianhydro-D-mannitol (641-74-7) → (3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol (569686-36-8)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 24h;

DOI:10.3987/COM-02-S82

Reference yield: 84.0%

(diethoxy phosphoryl) fluoroacetic acid (30094-32-7) + (3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol (569686-36-8) → (Diethoxy-phosphoryl)-fluoro-acetic acid (3R,3aR,6R,6aS)-6-(tert-butyl-diphenyl-silanyloxy)-hexahydro-furo[3,2-b]furan-3-yl ester (569686-40-4)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.3987/COM-02-S82

Reference yield:

(2-(4-hydroxyphenyl)pyrimidin-4-yl)methyl acetate + (3R,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-ol (569686-36-8) → (2-(4-(((3S,3aR,6R,6aS)-6-((tert-butyldiphenylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-yl)oxy)phenyl)pyrimidin-4-yl)methyl acetate

Guidance literature:

With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 50 ℃;

upstream raw materials:

tert-butylchlorodiphenylsilane

1,4:3,6-dianhydro-D-mannitol

Downstream raw materials:

(Diethoxy-phosphoryl)-fluoro-acetic acid (3R,3aR,6R,6aS)-6-(tert-butyl-diphenyl-silanyloxy)-hexahydro-furo[3,2-b]furan-3-yl ester

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