methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 150592-41-9
• Molecular Formula: C₃₀H₃₇ClO₆Si
• Molecular Weight: 557.159
• Mol file: 150592-41-9.mol

Synonyms:methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside

There total 1 articles about methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-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: 93.0%

(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol (35303-86-7) + dimethylsilicon dichloride (75-78-5,30107-43-8) → methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside (150592-41-9)

Guidance literature:

With triethylamine; In diethyl ether;

DOI:10.1039/c39930000791

Reference yield: 66.0%

phenyl 3,4,6-tri-O-acetyl-α-D-gluco-1-thiopyranoside (143206-82-0) + methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside (150592-41-9) → phenylthio 2-O-dimethyl-(1-O-methyl-2,4,6-tri-O-benzyl-α-D-glucopyranos-3-oxyl)-silyl-3,4,6-tri-O-acetyl-α-D-glucopyranoside (150592-42-0)

Guidance literature:

With pyridine; In tetrahydrofuran;

DOI:10.1039/c39930000791

Reference yield:

methyl 3-O-chlorodimethylsilyl-2,4,6-tri-O-benzyl-α-D-glucopyranoside (150592-41-9) → methyl 3-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-2,4,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / pyridine / tetrahydrofuran / 2 h / 25 °C

2: 74 percent / NIS / nitromethane / 1 h / Heating; reactions of derivatives under var. conditions

With pyridine; N-iodo-succinimide; In tetrahydrofuran; nitromethane;

DOI:10.1016/S0040-4020(01)80200-3

upstream raw materials:

(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol

dimethylsilicon dichloride

Downstream raw materials:

phenylthio 2-O-dimethyl-(1-O-methyl-2,4,6-tri-O-benzyl-α-D-glucopyranos-3-oxyl)-silyl-3,4,6-tri-O-acetyl-α-D-glucopyranoside