isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside

Base Information

• Chemical Name: isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside
• CAS No.: 909710-49-2
• Molecular Formula: C₂₆H₃₆O₆SSi
• Molecular Weight: 504.72
• Mol file: 909710-49-2.mol

Synonyms:isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside

Chemical Property of isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside

There total 4 articles about isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside 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: 84.0%

methanesulfonyl chloride (124-63-0) + isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (909710-48-1) → isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside (909710-49-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1080/07328300600735090

Reference yield:

isopropyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (23339-26-6,56196-34-0) → isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside (909710-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: 84 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328300600735090

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-4-O-methylsulphonyl-α-D-erythro-hex-2-enopyranoside (909710-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: 84 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328300600735090

upstream raw materials:

methanesulfonyl chloride

isopropyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

isopropyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

tert-butylchlorodiphenylsilane

Downstream raw materials:

isopropyl 4-C-ethyl-6-O-tert-butyldiphenylsilyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranoside