methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose

Base Information

• Chemical Name: methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose
• CAS No.: 938081-98-2
• Molecular Formula: C₂₅H₃₄O₆Si
• Molecular Weight: 458.627
• Mol file: 938081-98-2.mol

Synonyms:methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose

Chemical Property of methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose

There total 3 articles about methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose 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: 79.0%

methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-glucopyranoside (938081-97-1) → methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose (938081-98-2)

Guidance literature:

With pyridine; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/ol070496q

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose (938081-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 79 percent / DMSO; pyridine; DCC / TFA / diethyl ether / 2 h / 20 °C

With pyridine; 1H-imidazole; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ol070496q

Reference yield:

methyl 2,3-di-O-methyl-α-D-glucopyranoside (10227-29-9,14048-30-7,22323-70-2,22323-71-3,23397-51-5,27299-05-4,31085-63-9,66808-29-5,66808-32-0,74560-65-9,91176-73-7,94992-18-4,110416-07-4) → methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-xylo-hexopyranosid-4-ulose (938081-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 79 percent / DMSO; pyridine; DCC / TFA / diethyl ether / 2 h / 20 °C

With pyridine; 1H-imidazole; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ol070496q

upstream raw materials:

methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-glucopyranoside

tert-butylchlorodiphenylsilane

methyl 2,3-di-O-methyl-α-D-glucopyranoside

Downstream raw materials:

methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-glucopyranoside

methyl 6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-galactopyranoside

methyl 6-O-(tert-butyldiphenylsilyl)-4-deoxy-2,3-di-O-methyl-4-methylene-α-D-xylo-hexopyranoside

methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->4)-6-O-[tert-butyl(diphenyl)silyl]-2,3-di-O-methyl-α-D-glucopyranoside