N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide

Base Information

Chemical Name:N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide
CAS No.:137302-38-6
Molecular Formula:C₃₁H₄₄F₂N₄O₈S
Molecular Weight:670.775
Hs Code.:

Synonyms:N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide

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Chemical Property of N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide

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Technology Process of N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide

There total 7 articles about N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide 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: 88.9%

: 137302-33-1
N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2(R)-hydroxy-4-oxobutyl>-4,5-didehydro-L-norvalinamide

: 137302-38-6
N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide

Guidance literature:: With dichloro-acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In dichloromethane; 1.) 0 deg C, 2.) RT, 18 h;
DOI:10.1021/jm00079a001

Reference yield:

: 98105-42-1
(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

: 137302-38-6
N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide

Guidance literature:: Multi-step reaction with 6 steps

1: Zn, I₂ / tetrahydrofuran / 0.5 h / Heating

2: HCl gas / CHCl₃; methanol / 1 h / Ambient temperature

3: HOBT, DCC / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) RT, 16 h

4: HCl gas / CH₂Cl₂; methanol / 0.25 h / Ambient temperature

5: HOBT, DCC, Et₃N / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 16 h

6: 88.9 percent / dichloroacetic acid, DCC, DMSO / CH₂Cl₂ / 1.) 0 deg C, 2.) RT, 18 h

With hydrogenchloride; dichloro-acetic acid; iodine; benzotriazol-1-ol; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00079a001

Reference yield:

: 103322-58-3
ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-(cyclohexylmethyl)-2,2-difluoro-3(R)-hydroxypentanoate

: 137302-38-6
N-(4-morpholinylsulfonyl)-L-phenylalanyl-N-<1(S)-(cyclohexylmethyl)-4-ethoxy-3,3-difluoro-2,4-dioxobutyl>-4,5-didehydro-L-norvalinamide

Guidance literature:: Multi-step reaction with 5 steps

1: HCl gas / CHCl₃; methanol / 1 h / Ambient temperature

2: HOBT, DCC / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) RT, 16 h

3: HCl gas / CH₂Cl₂; methanol / 0.25 h / Ambient temperature

4: HOBT, DCC, Et₃N / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 16 h

5: 88.9 percent / dichloroacetic acid, DCC, DMSO / CH₂Cl₂ / 1.) 0 deg C, 2.) RT, 18 h

With hydrogenchloride; dichloro-acetic acid; benzotriazol-1-ol; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00079a001