(6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol

Base Information

Chemical Name:(6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol
CAS No.:929006-91-7
Molecular Formula:C₄₃H₅₇NO₃Si₂
Molecular Weight:692.101
Hs Code.:

Synonyms:(6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol

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Chemical Property of (6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol

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Technology Process of (6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol

There total 5 articles about (6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol 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: 80.0%

: 929006-76-8
(S)-N,N-dibenzyl-2-(tert-butyldiphenylsilyloxy)-1-((R)-oxiran-2-yl)ethanamine

: 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane

: 929006-91-7
(6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol

Guidance literature:: tert-Butyldimethyl(prop-2-ynyloxy)silane; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 2h;

(S)-N,N-dibenzyl-2-(tert-butyldiphenylsilyloxy)-1-((R)-oxiran-2-yl)ethanamine; With boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1021/ol062804a

Reference yield:

: 800391-48-4
3-(tert-butyl-diphenyl-silanyloxy)-2-dibenzylamino-propionaldehyde

: 929006-91-7
(6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -20 °C

2.2: 80 percent / BF₃*Et₂O / hexane; tetrahydrofuran / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/ol062804a

Reference yield:

: 3-(tert-butyl-diphenyl-silanyloxy)-2-dibenzylamino-propionic acid methyl ester

: 929006-91-7
(6S,7S)-6-(dibenzylamino)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-9-yn-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 1.5 h / -78 °C

2.1: LAH / tetrahydrofuran / 20 h / -91 °C

3.1: 181 mg / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

4.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -20 °C

4.2: 80 percent / BF₃*Et₂O / hexane; tetrahydrofuran / -78 - 20 °C

With lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/ol062804a