(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

Base Information

Chemical Name:(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester
CAS No.:1355670-54-0
Molecular Formula:C₃₀H₄₀O₈SSi
Molecular Weight:588.794
Hs Code.:

(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

Synonyms:(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

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Chemical Property of (1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

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Technology Process of (1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

There total 10 articles about (1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl 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:

: 1355670-55-1
C₃₀H₄₀O₇SSi

: 1355670-54-0
(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

Guidance literature:: With sodium periodate; ruthenium(III) chloride trihydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 0.166667h;
DOI:10.1016/j.tet.2011.11.052

Reference yield:

: 1355670-44-8
(1R,2R,3R,4S,5S)-2-tert-butoxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxymethyl)-bicyclo[3.1.0]hexan-3-ol

: 1355670-54-0
(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

1.2: 1 h / -78 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / 0 - 20 °C

2.2: 5 h / 0 - 20 °C

3.1: tetrabutylammonium acetate / 48 h / 100 °C

4.1: pyridinium p-toluenesulfonate / ethanol / 48 h / 55 °C

5.1: thionyl chloride; triethylamine / dichloromethane / 0.17 h / 0 °C

6.1: sodium periodate; ruthenium(III) chloride trihydrate / tetrachloromethane; water; acetonitrile / 0.17 h / 20 °C

With sodium periodate; thionyl chloride; oxalyl dichloride; ruthenium(III) chloride trihydrate; tetrabutylammonium acetate; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1016/j.tet.2011.11.052

Reference yield:

: 915694-39-2
(+)-(1S,2S,3S,4R,5R)-4-tert-butoxy-5-(tert-butyldiphenylsilyloxymethyl)bicyclo[3.1.0]hexane-2,3-diol

: 1355670-54-0
(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / dichloromethane / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

2.2: 1 h / -78 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / 0 - 20 °C

3.2: 5 h / 0 - 20 °C

4.1: tetrabutylammonium acetate / 48 h / 100 °C

5.1: pyridinium p-toluenesulfonate / ethanol / 48 h / 55 °C

6.1: thionyl chloride; triethylamine / dichloromethane / 0.17 h / 0 °C

7.1: sodium periodate; ruthenium(III) chloride trihydrate / tetrachloromethane; water; acetonitrile / 0.17 h / 20 °C

With 1H-imidazole; sodium periodate; thionyl chloride; oxalyl dichloride; ruthenium(III) chloride trihydrate; tetrabutylammonium acetate; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1016/j.tet.2011.11.052