6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Base Information

Chemical Name:6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one
CAS No.:868367-32-2
Molecular Formula:C₃₀H₃₅NO₅SSi
Molecular Weight:549.763
Hs Code.:

6-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-<i>p</i>-tolylsulfanyl-tetrahydro-pyrano[3,4-<i>d</i>]oxazol-2-one

Synonyms:6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Chemical Property of 6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Technology Process of 6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

There total 1 articles about 6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one 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: 92.0%

: (3aR,4S,6R,7S,7aR)-7-Hydroxy-6-hydroxymethyl-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

: 58479-61-1
tert-butylchlorodiphenylsilane

: 868367-32-2
6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: With dmap; triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2005.08.013

Reference yield: 93.0%

: 868367-32-2
6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

: 2937-50-0
Allyl chloroformate

: 868367-33-3
carbonic acid allyl ester 6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-4-p-tolylsulfanyl-hexahydro-pyrano[3,4-d]oxazol-7-yl ester

Guidance literature:: With pyridine; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2005.08.013

Reference yield:

: 868367-32-2
6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

: Carbonic acid (2R,3S,4R,5R,6R)-5-(acetyl-methoxycarbonyl-amino)-6-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-3-yl ester allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / pyridine / tetrahydrofuran

2: 90 percent / pyridine; DMAP

3: 89 percent / 1-benzylsulfinylpiperidine; trifluoromethanesulfonic anhydride; TTBP / CH₂Cl₂ / -60 °C

4: 95 percent / Cs₂CO₃ / 20 °C

With pyridine; dmap; caesium carbonate; trifluoromethanesulfonic acid anhydride; 1-piperidinyl benzyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.08.013