[3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

Base Information

Chemical Name:[3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal
CAS No.:243978-67-8
Molecular Formula:C₃₆H₅₈O₄S₂Si₂
Molecular Weight:675.157
Hs Code.:

Synonyms:[3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

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Chemical Property of [3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

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Technology Process of [3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

There total 3 articles about [3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 243978-61-2
[3R,4S,5R,6R]-4,5-di-O-benzyl-3-O-tert-butyl(dimethyl)silyl-3,4,5,6-tetrahydroxycycloheptan-1-one 1,3-propanedithioketal

: 243978-67-8
[3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 70 ℃; for 24h;
DOI:10.1016/j.tet.2003.09.049

Reference yield:

: 95452-06-5
tert-butyl(1,3-dithian-2-yl)dimethylsilane

: 243978-67-8
[3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; n-Bu₂Mg / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1 h / 20 °C

1.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.25 h / 20 °C

2.1: 100 percent / imidazole / dimethylformamide / 24 h / 70 °C

With 1H-imidazole; n-butyllithium; dibutylmagnesium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; N,N-dimethyl-formamide; 1.2: Brook rearrangement;
DOI:10.1016/j.tet.2003.09.049

Reference yield:

: 157363-85-4
1,2:5,6-Dianhydro-3,4-di-O-benzyl-D-mannitol

: 243978-67-8
[3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; n-Bu₂Mg / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1 h / 20 °C

1.2: 82 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.25 h / 20 °C

2.1: 100 percent / imidazole / dimethylformamide / 24 h / 70 °C

With 1H-imidazole; n-butyllithium; dibutylmagnesium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; N,N-dimethyl-formamide; 1.2: Brook rearrangement;
DOI:10.1016/j.tet.2003.09.049