Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester
CAS No.:908838-47-1
Molecular Formula:C₃₅H₄₈O₈SSi
Molecular Weight:656.913
Hs Code.:

Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

There total 5 articles about Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester 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:

: 908838-46-0
1-deoxy-1-α-hydroxymethyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

: 124-63-0
methanesulfonyl chloride

: 908838-47-1
Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.0833333h;
DOI:10.1016/j.carres.2006.05.008

Reference yield:

: 908838-45-9
1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

: 908838-47-1
Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂ / -78 °C

1.2: 54 percent / NaBH₄; MeOH / CH₂Cl₂ / 0 - 20 °C

2.1: diisopropylethyl amine / CH₂Cl₂ / 0.08 h / 0 °C

With ozone; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/j.carres.2006.05.008

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 908838-47-1
Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3,3-dimethyldioxirane / CH₂Cl₂

1.2: CH₂Cl₂ / -63 °C

2.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: 54 percent / NaBH₄; MeOH / CH₂Cl₂ / 0 - 20 °C

4.1: diisopropylethyl amine / CH₂Cl₂ / 0.08 h / 0 °C

With 2,6-dimethylpyridine; 3,3-dimethyldioxirane; ozone; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/j.carres.2006.05.008