N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

Base Information

Chemical Name:N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide
CAS No.:309714-49-6
Molecular Formula:C₂₃H₃₈FN₃O₆Si
Molecular Weight:499.655
Hs Code.:

<i>N</i>-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

Synonyms:N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

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Chemical Property of N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

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Technology Process of N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

There total 6 articles about N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide 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%

: 309714-48-5
(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(S)-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyrylamino}-propionic acid methyl ester

: 309714-49-6
N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

Guidance literature:: lithium borohydride; In tetrahydrofuran; methanol; diethyl ether; at 0 ℃; for 0.166667h;

Reference yield:

: 4070-48-8
L-Valine methyl ester

: 309714-49-6
N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / EDC; HOBt / CH₂Cl₂ / 3 h / 20 °C

2: 90 percent / aq. LiOH*H₂O / tetrahydrofuran / 1 h / 20 °C

3: 95 percent / EDC; HOBt / CH₂Cl₂ / 6 h / 20 °C

4: 62 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

5: 83 percent / LiBH₄ / methanol; tetrahydrofuran; diethyl ether / 0.17 h / 0 °C

With dmap; lithium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium borohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1: Acylation / 2: Hydrolysis / 3: Acylation / 4: Substitution / 5: Reduction;

Reference yield:

: 3-(3'-Fluoro-4'-nitrophenyl)propionic acid

: 309714-49-6
N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-2-[3-(3-fluoro-4-nitro-phenyl)-propionylamino]-3-methyl-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / EDC; HOBt / CH₂Cl₂ / 3 h / 20 °C

2: 90 percent / aq. LiOH*H₂O / tetrahydrofuran / 1 h / 20 °C

3: 95 percent / EDC; HOBt / CH₂Cl₂ / 6 h / 20 °C

4: 62 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

5: 83 percent / LiBH₄ / methanol; tetrahydrofuran; diethyl ether / 0.17 h / 0 °C

With dmap; lithium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium borohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1: Acylation / 2: Hydrolysis / 3: Acylation / 4: Substitution / 5: Reduction;