(1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide

Base Information

Chemical Name:(1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide
CAS No.:833487-53-9
Molecular Formula:C₄₁H₄₆NO₂PSi
Molecular Weight:643.881
Hs Code.:

Synonyms:(1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide

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Chemical Property of (1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide

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Technology Process of (1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide

There total 5 articles about (1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide 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: 59.0%

: 98837-46-8,67764-52-7
P,P-diphenyl-N-(phenylmethylene)phosphinic amide

: 194610-24-7
(4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-pentyne

: 833487-53-9
(1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide

Guidance literature:: (4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-pentyne; With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; for 0.333333h;

With dimethyl zinc(II); In tetrahydrofuran; toluene; at -78 - 20 ℃;

P,P-diphenyl-N-(phenylmethylene)phosphinic amide; In tetrahydrofuran; toluene; for 5h; Heating;
DOI:10.1021/ol0477529

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 833487-53-9
(1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / zinc dust; PPh₃ / CH₂Cl₂ / 25 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

2.2: 94 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: Cp₂ZrHCl / tetrahydrofuran / 0.33 h / 20 °C

3.2: Me₂Zn / tetrahydrofuran; toluene / -78 - 20 °C

3.3: 59 percent / tetrahydrofuran; toluene / 5 h / Heating

With Schwartz's reagent; n-butyllithium; triphenylphosphine; zinc; In tetrahydrofuran; hexane; dichloromethane; 1.1: Corey-Fuchs reaction;
DOI:10.1021/ol0477529

Reference yield:

: 95514-03-7
(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

: 833487-53-9
(1SR,2E,4R)-N-[5-(tert-butyldiphenylsilanyloxy)-2,4-dimethyl-1-phenylpent-2-enyl]-P,P-diphenylphosphinamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 79 percent / DIBAL / CH₂Cl₂; hexane / 1.5 h / -78 °C

2.1: 87 percent / zinc dust; PPh₃ / CH₂Cl₂ / 25 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

3.2: 94 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: Cp₂ZrHCl / tetrahydrofuran / 0.33 h / 20 °C

4.2: Me₂Zn / tetrahydrofuran; toluene / -78 - 20 °C

4.3: 59 percent / tetrahydrofuran; toluene / 5 h / Heating

With Schwartz's reagent; n-butyllithium; diisobutylaluminium hydride; triphenylphosphine; zinc; In tetrahydrofuran; hexane; dichloromethane; 2.1: Corey-Fuchs reaction;
DOI:10.1021/ol0477529