benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside

Base Information

• Chemical Name: benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside
• CAS No.: 115983-58-9
• Molecular Formula: C₁₈H₂₈O₄Si
• Molecular Weight: 336.503
• Mol file: 115983-58-9.mol

Synonyms:benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside

Chemical Property of benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside

There total 1 articles about benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside 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: 98.0%

Benzyl 2,3-anhydro-α-D-ribopyranoside (61134-24-5) + tert-butyldimethylsilyl chloride (18162-48-6) → benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside (115983-58-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 35 ℃; for 0.833333h;

DOI:10.1021/jo00254a023

Reference yield: 72.0%

C8H18AlSi(1-)*Li(1+) (129588-81-4) + benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside (115983-58-9) → (2S,3R,4R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4-trimethylsilanylethynyl-tetrahydro-pyran-3-ol (129797-01-9) + (2S,3S,4S,5R)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-pyran-4-ol (129797-00-8)

Guidance literature:

In hexane; at 50 ℃; for 1.5h;

DOI:10.1055/s-1990-26854

Reference yield: 52.0%

C12H26AlOSi(1-)*Li(1+) (129588-82-5) + benzyl 2,3-anhydro-4-O-(tert-butyldimethylsilyl)-α-D-ribopyranoside (115983-58-9) → (2S,3R,4R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-tetrahydro-pyran-3-ol (129797-03-1) + (2S,3S,4S,5R)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-tetrahydro-pyran-4-ol (129797-02-0)

Guidance literature:

In hexane; at 50 ℃; for 2h;

DOI:10.1055/s-1990-26854

upstream raw materials:

Benzyl 2,3-anhydro-α-D-ribopyranoside

tert-butyldimethylsilyl chloride

Downstream raw materials:

benzyl 2-deoxy-2-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-arabinopyranoside

benzyl 3-deoxy-3-C-methyl-4-O-(tert-butyldimethylsilyl)-α-D-xylopyranoside

(2S,3R,4R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-4-trimethylsilanylethynyl-tetrahydro-pyran-3-ol

(2S,3S,4S,5R)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-trimethylsilanylethynyl-tetrahydro-pyran-4-ol