(2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol
CAS No.:186540-09-0
Molecular Formula:C₂₃H₃₂O₅SSi
Molecular Weight:448.656
Hs Code.:

Synonyms:(2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

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Chemical Property of (2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

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Technology Process of (2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

There total 1 articles about (2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol 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: 44.0%

: 80734-76-5
methyl 1-thio-α-D-mannopyranoside

: 58479-61-1
tert-butylchlorodiphenylsilane

: 186540-09-0
(2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 25 ℃; for 8h;
DOI:10.1016/S0968-0896(96)00178-2

Reference yield:

: 186540-09-0
(2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 186539-83-3
methyl 2,3,4-tri-O-benzyl-6-O-methyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Bu₄NBr, NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 25 deg C, 8 h

2: 22 percent / HF*pyridine / tetrahydrofuran / 8 h / 25 °C

3: 32 percent / NaH / tetrahydrofuran / 8 h / 25 °C

With tetrabutylammomium bromide; sodium hydride; pyridine hydrogenfluoride; In tetrahydrofuran;
DOI:10.1016/S0968-0896(96)00178-2

Reference yield:

: 186540-09-0
(2R,3S,4S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

: methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Bu₄NBr, NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 25 deg C, 8 h

2: 22 percent / HF*pyridine / tetrahydrofuran / 8 h / 25 °C

3: 32 percent / NaH / tetrahydrofuran / 8 h / 25 °C

4: 1.) N-iodosuccinamide, 2.) CF₃SO₃H / 1.) CH₂Cl₂, 25 deg C, 20 min, 2.) CH₂Cl₂, 0 deg C, 2 h

With N-Iodosuccinamide; trifluorormethanesulfonic acid; tetrabutylammomium bromide; sodium hydride; pyridine hydrogenfluoride; In tetrahydrofuran;
DOI:10.1016/S0968-0896(96)00178-2