Methanesulfonic acid (2R,3S,4R,6S)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (2R,3S,4R,6S)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester
CAS No.:135663-46-6
Molecular Formula:C₂₁H₃₆O₇SSi
Molecular Weight:460.664
Hs Code.:

Synonyms:Methanesulfonic acid (2R,3S,4R,6S)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester

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Chemical Property of Methanesulfonic acid (2R,3S,4R,6S)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester

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Technology Process of Methanesulfonic acid (2R,3S,4R,6S)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester

There total 9 articles about Methanesulfonic acid (2R,3S,4R,6S)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl 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: 80.0%

: 135663-52-4,135663-53-5
(2R,3R,4R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

: 124-63-0
methanesulfonyl chloride

: 135663-46-6,135663-54-6,135663-55-7
Methanesulfonic acid (2R,3R,4R)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 23 ℃; for 24h;
DOI:10.1021/jo00020a027

Reference yield:

: 100-39-0
benzyl bromide

: 135663-46-6,135663-54-6,135663-55-7
Methanesulfonic acid (2R,3R,4R)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) (n-Bu₃Sn)2O, 2) Bu₄NBr / 1) toluene, reflux, 4 h, 2) 80 deg C, 5 h

2: 80 percent / pyridine / DMAP / CH₂Cl₂ / 24 h / 23 °C

With pyridine; tetrabutylammomium bromide; bis(tri-n-butyltin)oxide; dmap; In dichloromethane;
DOI:10.1021/jo00020a027

Reference yield:

: 1043893-21-5
Acetic acid (2R,3R,4R)-4-acetoxy-2-acetoxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

: 135663-46-6,135663-54-6,135663-55-7
Methanesulfonic acid (2R,3R,4R)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaOMe, 2) imidazole / 1) MeOH, 23 deg C, 2 h, 2) DMF, 23 deg C, 16 h

2: 1) (n-Bu₃Sn)2O, 2) Bu₄NBr / 1) toluene, reflux, 4 h, 2) 80 deg C, 5 h

3: 80 percent / pyridine / DMAP / CH₂Cl₂ / 24 h / 23 °C

With pyridine; 1H-imidazole; tetrabutylammomium bromide; sodium methylate; bis(tri-n-butyltin)oxide; dmap; In dichloromethane;
DOI:10.1021/jo00020a027