{(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

Base Information

Chemical Name:{(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester
CAS No.:140660-83-9
Molecular Formula:C₄₁H₆₅N₇O₇
Molecular Weight:768.01
Hs Code.:

{(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

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Chemical Property of {(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

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Technology Process of {(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

There total 5 articles about {(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester 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:

: 2955-88-6
1-pyrrolidineethanol

: 140660-83-9
{(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) triethylamine, diphenylphosphoryl azide / 1.) toluene, 70 deg C, 1.5 h, 2.) toluene, reflux, 72 h

2: TFA / 1.) CH₂Cl₂, 0 deg C, 3.5 h, 2.a.) THF, H₂O, 0 deg C, 4 h, b.) THF, H₂O, RT, 12 h

3: 2.) HOAc / 1 a.) CH₂Cl₂, 0 deg C, 6 h, b.) RT, 14 h, 2.) THF, water, 50 deg C, 5 h

4: TFA / CH₂Cl₂ / 4 h / 0 °C

5: dimethylformamide / 18 h / Ambient temperature

With diphenylphosphoranyl azide; acetic acid; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a007

Reference yield:

: 129921-93-3
2-(S)-((3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-(cyclohexylmethyl)-5(S)-oxazolidinyl)methyl)-3-methylbutanoic acid

: 140660-83-9
{(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) triethylamine, diphenylphosphoryl azide / 1.) toluene, 70 deg C, 1.5 h, 2.) toluene, reflux, 72 h

2: TFA / 1.) CH₂Cl₂, 0 deg C, 3.5 h, 2.a.) THF, H₂O, 0 deg C, 4 h, b.) THF, H₂O, RT, 12 h

3: 2.) HOAc / 1 a.) CH₂Cl₂, 0 deg C, 6 h, b.) RT, 14 h, 2.) THF, water, 50 deg C, 5 h

4: TFA / CH₂Cl₂ / 4 h / 0 °C

5: dimethylformamide / 18 h / Ambient temperature

With diphenylphosphoranyl azide; acetic acid; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a007

Reference yield:

: ((1S,3S,4S)-4-Amino-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

: 140660-83-9
{(1S,3S,4S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionylamino]-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl}-carbamic acid 2-pyrrolidin-1-yl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 2.) HOAc / 1 a.) CH₂Cl₂, 0 deg C, 6 h, b.) RT, 14 h, 2.) THF, water, 50 deg C, 5 h

2: TFA / CH₂Cl₂ / 4 h / 0 °C

3: dimethylformamide / 18 h / Ambient temperature

With acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a007