methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside

Base Information

• Chemical Name: methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside
• CAS No.: 114071-60-2
• Molecular Formula: C₂₂H₃₀O₄Si
• Molecular Weight: 386.563
• Mol file: 114071-60-2.mol

Synonyms:methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside

Chemical Property of methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside

There total 9 articles about methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside 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: 86.0%

Methyl 3-O-benzoyl-5-O-tert-butyldiphenylsilyl-2-deoxy-β-D-threo-pentofuranoside (134736-71-3) → methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside (114071-60-2)

Guidance literature:

With sodium methylate; In methanol; for 3h; Ambient temperature;

Reference yield:

methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(trifluoromethanesulfonyl)-α,β-D-erythro-pentofuranoside → methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-threo-pentofuranoside (114071-59-9) + methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside (114071-60-2)

Guidance literature:

With potassium nitrite; 18-crown-6 ether; In water; N,N-dimethyl-formamide; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0008-6215(01)00256-7

Reference yield:

methyl 2-deoxy-αβ-D-threo-pentofuranoside (863396-37-6) + tert-butylchlorodiphenylsilane (58479-61-1) → methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-threo-pentofuranoside (114071-59-9) + methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-threo-pentofuranoside (114071-60-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)95550-3

upstream raw materials:

Methyl 3-O-benzoyl-5-O-tert-butyldiphenylsilyl-2-deoxy-β-D-threo-pentofuranoside

methyl 2-deoxy-αβ-D-threo-pentofuranoside

tert-butylchlorodiphenylsilane

(2R,3S,5R)-2-tert-butyldiphenylsilanyloxymethyl-3-hydroxy-5β-methoxytetrahydrofuran

Downstream raw materials:

Methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-iodo-β-D-erythro-pentofuranoside

methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-fluoro-β-D-erythro-pentafuranoside

methyl 5-O-tert-butyldiphenylsilyl-3-cyano-2,3-dideoxy-β-D-erythro-pentafuranoside

Methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-(3-oxopropyl)-β-D-erythro-pentofuranoside