{(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine

Base Information

Chemical Name:{(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine
CAS No.:423763-83-1
Molecular Formula:C₂₀H₃₅NOSi
Molecular Weight:333.589
Hs Code.:

Synonyms:{(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine

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Chemical Property of {(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine

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Technology Process of {(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine

There total 9 articles about {(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine 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: 83.0%

: 74-89-5
methylamine

: 423763-82-0
Methanesulfonic acid (R)-1-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl ester

: 423763-83-1
{(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine

Guidance literature:: In water; N,N-dimethyl-formamide; at 60 ℃; for 20h;
DOI:10.1016/S0040-4039(01)02105-0

Reference yield:

: 6249-80-5
1-phenylbut-3-en-1-one

: 423763-83-1
{(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine

Guidance literature:: Multi-step reaction with 8 steps

1: 84 percent / (+)-Ipc₂BCl / tetrahydrofuran / 12 h / -35 °C

2: 90 percent / n-BuLi / diethyl ether; tetrahydrofuran / 2.5 h / -78 - 20 °C

3: 85 percent / IBr / toluene; CH₂Cl₂ / 1 h / -85 °C

4: 96 percent / K₂CO₃ / methanol / 2 h / 20 °C

5: 96 percent / Et₃N; DMAP / dimethylformamide / 3 h / 20 °C

6: 91 percent / CuI / diethyl ether / 0.5 h / -40 °C

7: 88 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

8: 83 percent / dimethylformamide; H₂O / 20 h / 60 °C

With dmap; copper(l) iodide; n-butyllithium; (+)-β-chlorodiisopinocampheylborane; iodine(I) bromide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)02105-0

Reference yield:

: 85551-57-1,936-58-3
(R)-1-Phenylbut-3-en-1-ol

: 423763-83-1
{(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / n-BuLi / diethyl ether; tetrahydrofuran / 2.5 h / -78 - 20 °C

2: 85 percent / IBr / toluene; CH₂Cl₂ / 1 h / -85 °C

3: 96 percent / K₂CO₃ / methanol / 2 h / 20 °C

4: 96 percent / Et₃N; DMAP / dimethylformamide / 3 h / 20 °C

5: 91 percent / CuI / diethyl ether / 0.5 h / -40 °C

6: 88 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

7: 83 percent / dimethylformamide; H₂O / 20 h / 60 °C

With dmap; copper(l) iodide; n-butyllithium; iodine(I) bromide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)02105-0