methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside
• CAS No.: 79218-72-7
• Molecular Formula: C₂₇H₄₀O₆Si
• Molecular Weight: 488.697
• Mol file: 79218-72-7.mol

Synonyms:methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside

Chemical Property of methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside

There total 1 articles about methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside 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: 76.3%

methyl 2,4-di-O-benzyl-α-D-mannopyranoside (58341-67-6,67381-34-4,86172-91-0,86342-19-0,67381-29-7) + tert-butyldimethylsilyl chloride (18162-48-6) → methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside (79218-72-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 4 ℃; for 48h;

DOI:10.1016/S0008-6215(00)80752-1

Reference yield: 40.9%

methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranoside (79218-72-7) + 3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranosyl chloride (79218-66-9) → methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-3-O-(3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (79234-91-6) + Acetic acid (2R,3R,4S,5S,6R)-2-acetoxymethyl-3,5-bis-benzyloxy-6-((2R,3R,4S,5S,6S)-3,5-bis-benzyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-4-yl ester (79218-63-6) + C69H78O20 (79218-64-7)

Guidance literature:

With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at 20 ℃; for 96h;

DOI:10.1016/S0008-6215(00)80752-1

upstream raw materials:

methyl 2,4-di-O-benzyl-α-D-mannopyranoside

tert-butyldimethylsilyl chloride

Downstream raw materials:

methyl 2,4-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-3-O-(3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Acetic acid (2R,3R,4S,5S,6R)-2-acetoxymethyl-3,5-bis-benzyloxy-6-((2R,3R,4S,5S,6S)-3,5-bis-benzyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-4-yl ester

C₆₉H₇₈O₂₀