benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside

Base Information

• Chemical Name: benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside
• CAS No.: 476621-15-5
• Molecular Formula: C₃₅H₄₈O₅Si
• Molecular Weight: 576.849
• Mol file: 476621-15-5.mol

Synonyms:benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside

Chemical Property of benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside

There total 2 articles about benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside 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: 65.0%

benzyl bromide (100-39-0) + 5-O-triisopropylsilyl-D-ribofuranose → benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside (476621-15-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 3h;

DOI:10.1016/S0040-4020(02)00510-0

Reference yield:

p-tolyl 2,3-di-O-benzyl-1-thio-5-O-triisopropylsilyl-β-D-ribofuranoside (1067674-45-6) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-β-D-ribofuranoside (1067674-95-6) + benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside (476621-15-5)

Guidance literature:

p-tolyl 2,3-di-O-benzyl-1-thio-5-O-triisopropylsilyl-β-D-ribofuranoside; benzyl alcohol; With strontium(II) carbonate; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve;

With p-toluolsulfenyl bromide; In dichloromethane; 1,2-dichloro-ethane; at 0 ℃; for 0.0166667 - 0.25h; optical yield given as %de;

DOI:10.1021/jo801408x

Reference yield: 98.0%

benzyl 2,3-di-O-benzyl-5-O-triisopropanylsilyl-α-D-ribofuranoside (476621-15-5) → 1,2,3-tri-O-benzyl-α-D-ribofuranose (476621-16-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00510-0

upstream raw materials:

benzyl bromide

p-tolyl 2,3-di-O-benzyl-1-thio-5-O-triisopropylsilyl-β-D-ribofuranoside

benzyl alcohol

Downstream raw materials:

1,2,3-tri-O-benzyl-α-D-ribofuranose

1,2,3-tri-O-benzyl-α-D-ribo-pentodialdo-1,4-furanose

1,2,3-tri-O-benzyl-α-D-ribofuranuronic acid