methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside
• CAS No.: 131089-35-5
• Molecular Formula: C₂₆H₃₆O₆Si
• Molecular Weight: 472.654
• Mol file: 131089-35-5.mol

Synonyms:methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside

Chemical Property of methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside

There total 8 articles about methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-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: 99.0%

3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside (131089-34-4) + 2,2-dimethoxy-propane (77-76-9) → methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside (131089-35-5)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 0 ℃; for 4h;

DOI:10.1016/S0040-4020(97)90389-6

Reference yield: 93.0%

tert-butylchlorodiphenylsilane (58479-61-1) + methyl 2,3-O-isopropylidene-α-D-mannopyranoside (63167-69-1) → methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside (131089-35-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1021/jo9806097

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside (131089-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

2: 92 percent / camphorsulphonic acid / acetone / 4 h / Ambient temperature

With 1H-imidazole; camphor-10-sulfonic acid; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(99)00138-6

upstream raw materials:

methyl 6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranoside

2,2-dimethoxy-propane

tert-butylchlorodiphenylsilane

methyl α-D-galactopyranoside

Downstream raw materials:

((3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy)-tert-butyl-diphenyl-silane

methyl 6-O-tert-butyldiphenylsilyl 2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

methyl 6-(O-tert-butyldiphenylsilyl)-2,3-O-isopropylidene-4-O-(methoxymethyl)-α-D-mannopyranoside

methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranoside