N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

Base Information

Chemical Name:N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide
CAS No.:805245-10-7
Molecular Formula:C₃₆H₅₉NO₅SSi₃
Molecular Weight:702.191
Hs Code.:

<i>N</i>-[4,5-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

Synonyms:N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

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Chemical Property of N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

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Technology Process of N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

There total 4 articles about N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide 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:

: 336130-11-1
1,5-anhydro-3,4-di-O-(tert-butyldimethylsilyl)-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-lyxo-hex-1-enopyranose

: 805245-10-7
N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

Guidance literature:: Multi-step reaction with 5 steps

1: PhI(OAc)2; n-Bu₄NN₃

2: aq. Hg(OCOCF₃)2 / tetrahydrofuran

3: PCC; NaOAc / CH₂Cl₂

4: Ra-Ni / tetrahydrofuran

5: 88 percent / Lawesson's reagent / toluene / 2 h / 80 °C

With Lawessons reagent; [bis(acetoxy)iodo]benzene; sodium acetate; mercury(II) trifluoroacetate; tetrabutylammoniun azide; pyridinium chlorochromate; Ra-Ni; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2004.09.091

Reference yield:

: 336130-14-4
2-azido-3,4-di-O-(tert-butyldimethylsilyl)-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-galactono-1,5-lactone

: 805245-10-7
N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

Guidance literature:: Multi-step reaction with 2 steps

1: Ra-Ni / tetrahydrofuran

2: 88 percent / Lawesson's reagent / toluene / 2 h / 80 °C

With Lawessons reagent; Ra-Ni; In tetrahydrofuran; toluene;
DOI:10.1016/j.tetlet.2004.09.091

Reference yield:

: 3-azido-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-ol

: 805245-10-7
N-[4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-tetrahydro-pyran-3-yl]-thioacetamide

Guidance literature:: Multi-step reaction with 3 steps

1: PCC; NaOAc / CH₂Cl₂

2: Ra-Ni / tetrahydrofuran

3: 88 percent / Lawesson's reagent / toluene / 2 h / 80 °C

With Lawessons reagent; sodium acetate; pyridinium chlorochromate; Ra-Ni; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2004.09.091