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

Base Information

• Chemical Name: (S)-(tetrahydro-furan-3-yl) N-(3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-propyl)-carbamate
• CAS No.: 447402-87-1
• Molecular Formula: C₁₈H₂₇N₃O₆S
• Molecular Weight: 413.495
• Mol file: 447402-87-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (S)-(tetrahydro-furan-3-yl) N-(3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-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: 47.0%

(S)-(tetrahydro-furan-3-yl) N-(3-[isobutyl-[4-nitro-phenylsulfonyl]-amino]-2-oxo-propyl)-carbamate (447402-86-0) → (S)-(tetrahydro-furan-3-yl) N-(3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-propyl)-carbamate (447402-87-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 5h; under 760.051 Torr;

DOI:10.1021/jm0208323

Reference yield:

tert-butyl N-[2-hydroxy-2-isobutylamino-ethyl]-carbamate (447402-83-7) → (S)-(tetrahydro-furan-3-yl) N-(3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-propyl)-carbamate (447402-87-1)

Guidance literature:

Multi-step reaction with 5 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

With hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; In ethanol; dichloromethane; acetonitrile; 2.1: Swern oxidation;

DOI:10.1021/jm0208323

Reference yield:

N-(3-amino-2-oxo-propyl)-N-isobutyl-4-nitro-benzenesulfonamide → (S)-(tetrahydro-furan-3-yl) N-(3-[(4-amino-phenylsulfonyl)-isobutyl-amino]-2-oxo-propyl)-carbamate (447402-87-1)

Guidance literature:

Multi-step reaction with 2 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

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1021/jm0208323

upstream raw materials:

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

tert-butyl N-[2-hydroxy-2-isobutylamino-ethyl]-carbamate

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