methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside
• CAS No.: 137963-61-2
• Molecular Formula: C₂₅H₃₆O₁₀S₂Si
• Molecular Weight: 588.772

Synonyms:methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside

Chemical Property of methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside

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Technology Process of methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside

There total 1 articles about methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside 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: 97.0%

5-hydroxy-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl-dimethanesulfonate (22860-24-8) + tert-butylchlorodiphenylsilane (58479-61-1) → methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside (137963-61-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1039/c39910001376

Reference yield: 90.0%

methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside (137963-61-2) → methyl α-D-6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-enoerythropyranoside (87316-20-9)

Guidance literature:

With copper; potassium iodide; zinc; In N,N-dimethyl-formamide; Heating;

DOI:10.1039/c39910001376

Reference yield: 59.0%

methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside (137963-61-2) → Methyl 3,4-anhydro-6-O-(tert-butyldiphenylsilyl)-2-O-(methanesulfonyl)-α-D-allopyranoside (172603-06-4)

Guidance literature:

With sodium methylate; In methanol; chloroform; at 25 ℃; for 120h;

DOI:10.1021/jo00128a032

upstream raw materials:

5-hydroxy-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl-dimethanesulfonate

tert-butylchlorodiphenylsilane

Downstream raw materials:

methyl α-D-6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-enoerythropyranoside

Methyl 3,4-anhydro-6-O-(tert-butyldiphenylsilyl)-2-O-(methanesulfonyl)-α-D-allopyranoside

(4S,5R)-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-5-hexanolide

(4S,5R)-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-hexen-5-olide

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