[3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

Base Information

Chemical Name:[3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine
CAS No.:244049-92-1
Molecular Formula:C₄₀H₆₁NO₄Si₂
Molecular Weight:676.1
Hs Code.:

Synonyms:[3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

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Chemical Property of [3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

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Technology Process of [3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

There total 8 articles about [3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine 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:

: 243978-65-6
[3R,4S,5S,6R]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one

: 244049-92-1
[3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

Guidance literature:: Multi-step reaction with 2 steps

1: Ti(OiPr)4 / ethanol / 2 h / 20 °C

2: sodium cyanoborohydride / ethanol / 14 h / 20 °C

With titanium(IV) isopropylate; sodium cyanoborohydride; In ethanol;
DOI:10.1016/j.tet.2003.09.049

Reference yield:

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

: 244049-92-1
[3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / N-bromosuccinimide / acetone; H₂O / 0.5 h / -25 °C

2: Ti(OiPr)4 / ethanol / 2 h / 20 °C

3: sodium cyanoborohydride / ethanol / 14 h / 20 °C

With titanium(IV) isopropylate; N-Bromosuccinimide; sodium cyanoborohydride; In ethanol; water; acetone;
DOI:10.1016/j.tet.2003.09.049

Reference yield:

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

: 244049-92-1
[3R,4S,5S,6R]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

Guidance literature:: Multi-step reaction with 5 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

3.1: 77 percent / N-bromosuccinimide / acetone; H₂O / 0.5 h / -25 °C

4.1: Ti(OiPr)4 / ethanol / 2 h / 20 °C

5.1: sodium cyanoborohydride / ethanol / 14 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; N-Bromosuccinimide; n-butyllithium; dibutylmagnesium; sodium cyanoborohydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; water; N,N-dimethyl-formamide; acetone; 1.2: Brook rearrangement;
DOI:10.1016/j.tet.2003.09.049