(S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate

Base Information

Chemical Name:(S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate
CAS No.:447402-88-2
Molecular Formula:C₂₄H₃₁N₃O₆S₂
Molecular Weight:521.659
Hs Code.:

Synonyms:(S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate

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Chemical Property of (S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate

Chemical Property:

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Technology Process of (S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate

There total 4 articles about (S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate 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:

: 447402-83-7
tert-butyl N-[2-hydroxy-2-isobutylamino-ethyl]-carbamate

: 447402-88-2
(S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / K₂CO₃ / acetonitrile / 3 h

2.1: 98 percent / trifluoroacetic anhydride; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 0.33 h

4.1: Et₃N / acetonitrile / 5 h / 20 °C

4.2: 1.08 g / Et₃N / CH₂Cl₂ / 2 h

5.1: 47 percent / hydrogen / Pd/C / ethanol / 5 h / 20 °C / 760.05 Torr

6.1: 41 percent / lithium diisopropylamide / 1,2-dichloro-ethane; heptane; various solvents / 1 h / 0 °C

With hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; n-heptane; dichloromethane; various solvents; 1,2-dichloro-ethane; acetonitrile; 2.1: Swern oxidation;
DOI:10.1021/jm0208323

Reference yield:

: N-(3-amino-2-oxo-propyl)-N-isobutyl-4-nitro-benzenesulfonamide

: 447402-88-2
(S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N / acetonitrile / 5 h / 20 °C

1.2: 1.08 g / Et₃N / CH₂Cl₂ / 2 h

2.1: 47 percent / hydrogen / Pd/C / ethanol / 5 h / 20 °C / 760.05 Torr

3.1: 41 percent / lithium diisopropylamide / 1,2-dichloro-ethane; heptane; various solvents / 1 h / 0 °C

With hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; n-heptane; various solvents; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm0208323

Reference yield:

: 447402-84-8
tert-butyl N-(2-hydroxy-3-[isobutyl-(4-nitro-phenylsulfonyl)-amino]-propyl)-carbamate

: 447402-88-2
(S)-(tetrahydro-furan-3-yl) N-[3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-1-phenylsulfanyl-propyl]-carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / trifluoroacetic anhydride; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 0.33 h

3.1: Et₃N / acetonitrile / 5 h / 20 °C

3.2: 1.08 g / Et₃N / CH₂Cl₂ / 2 h

4.1: 47 percent / hydrogen / Pd/C / ethanol / 5 h / 20 °C / 760.05 Torr

5.1: 41 percent / lithium diisopropylamide / 1,2-dichloro-ethane; heptane; various solvents / 1 h / 0 °C

With hydrogen; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; lithium diisopropyl amide; palladium on activated charcoal; In ethanol; n-heptane; dichloromethane; various solvents; 1,2-dichloro-ethane; acetonitrile; 1.1: Swern oxidation;
DOI:10.1021/jm0208323