Trimethylsilyl-2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside

Base Information

• Chemical Name: Trimethylsilyl-2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside
• CAS No.: 89825-08-1
• Molecular Formula: C37H44O6Si
• Molecular Weight: 0
• European Community (EC) Number: 618-307-9
• DSSTox Substance ID: DTXSID001149633
• Nikkaji Number: J597.210H

Synonyms:Trimethylsilyl-2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside;89825-08-1;80312-55-6;SCHEMBL7103873;DTXSID001149633;2,3,4,6-Tetrakis-O-(phenylmethyl)-1-O-(trimethylsilyl)-beta-D-glucopyranose

Chemical Property of Trimethylsilyl-2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 15
• Exact Mass: 612.29071565
• Heavy Atom Count: 44
• Complexity: 766

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC1C(C(C(C(O1)COCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
• Isomeric SMILES: C[Si](C)(C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COCC2=CC=CC=C2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5

Technology Process of Trimethylsilyl-2,3,4,6-tetra-O-benzyl-b-D-glucopyranoside

There total 2 articles about Trimethylsilyl-2,3,4,6-tetra-O-benzyl-b-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:

N,N-Dimethyltrimethylsilylamine (2083-91-2) + 2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) → 2,3,4,6-tetra-O-benzyl-1-O-trimethylsilyl-α,β-D-galactopyranose (30608-21-0,80312-55-6,85982-86-1,85982-87-2,85982-88-3,85982-89-4,89825-08-1)

Guidance literature:

In dichloromethane; at -40 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.carres.2019.01.013

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 2,3,4,6-tetra-O-benzyl-1-O-trimethylsilyl-α,β-D-glucopyranose (89825-08-1)

Guidance literature:

With pyridine; chloro-trimethyl-silane; Yield given;

DOI:10.1016/0008-6215(87)80129-5

Reference yield: 89.0%

O-methoxymethylphenol (824-91-9) + 2,3,4,6-tetra-O-benzyl-1-O-trimethylsilyl-α,β-D-glucopyranose (89825-08-1) → methoxymethyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside (80312-58-9,80312-59-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -70 ℃; for 12h;

DOI:10.1016/0008-6215(87)80129-5

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

1,1,1,3,3,3-hexamethyl-disilazane

N,N-Dimethyltrimethylsilylamine

2,3,4,6-tetra-O-benzyl-D-galactopyranose

Downstream raw materials:

(1R,S)-1-methoxybutyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside

(1R,S)-1,3,3-trimethoxypropyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside

(1R,S)-2-chloro-1-methoxyethyl 2,3,4,6-tetra-O-benzyl-D-glucopyranoside

4-methylphenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

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