1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine

Base Information

Chemical Name:1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine
CAS No.:301825-54-7
Molecular Formula:C₆₃H₈₀N₄O₁₀Si₂
Molecular Weight:1109.52
Hs Code.:

Synonyms:1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine

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Chemical Property of 1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine

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Technology Process of 1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine

There total 4 articles about 1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine 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: 56.0%

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 301825-53-6
1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)inosine

: 301825-54-7
1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -10 ℃; for 1h;
DOI:10.1021/np0000724

Reference yield:

: 100-39-0
benzyl bromide

: 301825-54-7
1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / 48 h / 20 °C

1.2: 4.48 g / K₂CO₃ / tetrahydrofuran / 4 h / 60 °C

2.1: 56 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -10 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; 1.1: Substitution / 1.2: Substitution / 2.1: Condensation;
DOI:10.1021/np0000724

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 301825-54-7
1-N-benzyl-2',5'-di-O-(tert-butyldimethylsilyl)-3'-O-(2'',3'',4'',6''-tetra-O-benzyl-D-glucopyranosyl)inosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / 48 h / 20 °C

1.2: 4.48 g / K₂CO₃ / tetrahydrofuran / 4 h / 60 °C

2.1: 56 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -10 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; 1.1: Substitution / 1.2: Substitution / 2.1: Condensation;
DOI:10.1021/np0000724