methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside
• CAS No.: 1254811-97-6
• Molecular Formula: C₂₆H₃₆O₆Si
• Molecular Weight: 472.654

Synonyms:methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside

Chemical Property of methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside

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Technology Process of methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside

There total 2 articles about methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-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: 75.0%

C26H36O6Si (1324842-07-0) → methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside (1254811-97-6)

Guidance literature:

With triethylamine; at 60 ℃; for 9h;

DOI:10.1002/ejoc.201000470

Reference yield: 74.0%

methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-hydroxymethyl-2,3-di-O-methyl-α-D-glucopyranoside (1254811-93-2) → methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside (1254811-97-6)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h; Molecular sieve;

DOI:10.1002/ejoc.201000470

Reference yield: 42.0%

2-pyridyl 2,3,4,6-tetra-O-methyl-α-D-mannopyranosyl sulfone (1254812-04-8) + methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-formyl-2,3-di-O-methyl-α-D-glucopyranoside (1254811-97-6) → methyl 2,3,4,6-tetra-O-methyl-α-D-mannopyranosyl-(1->4a)-6-O-(tert-butyldiphenylsilyl)-2,3-di-Omethyl-4a-hydroxy-4a-carba-α-D-glucopyranoside (1254812-08-2)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201000470

upstream raw materials:

methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-4-hydroxymethyl-2,3-di-O-methyl-α-D-glucopyranoside

C₂₆H₃₆O₆Si

Downstream raw materials:

methyl 2,3,4,6-tetra-O-methyl-α-D-mannopyranosyl-(1->4a)-6-O-(tert-butyldiphenylsilyl)-2,3-di-Omethyl-4a-hydroxy-4a-carba-α-D-glucopyranoside

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