[6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester

Base Information

Chemical Name:[6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester
CAS No.:805245-17-4
Molecular Formula:C₄₀H₆₅NO₆SSi₃
Molecular Weight:772.282
Hs Code.:

[6,7-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-<i>d</i>]thiazol-3a-yl]-acetic acid ethyl ester

Synonyms:[6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester

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Chemical Property of [6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester

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Technology Process of [6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester

There total 6 articles about [6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl 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: 65.0%

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

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

: 805245-17-4
[6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester

Guidance literature:: In toluene; at 111 ℃; for 16h;
DOI:10.1016/j.tetlet.2004.09.091

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

: 805245-17-4
[6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

6: 65 percent / toluene / 16 h / 111 °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

: 805245-17-4
[6,7-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-5,6,7,7a-tetrahydro-pyrano[3,2-d]thiazol-3a-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Ra-Ni / tetrahydrofuran

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

3: 65 percent / toluene / 16 h / 111 °C

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