N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide

Base Information

• Chemical Name: N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide
• CAS No.: 1599422-85-1
• Molecular Formula: C₁₆H₁₉N₃O₄S
• Molecular Weight: 349.411

Synonyms:N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide

Chemical Property of N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide

Chemical Property:

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Technology Process of N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide

There total 3 articles about N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide 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: 80.0%

(2S)-2-[(4-methylphenyl)sulfonamido]-3-(4-nitrophenyl)propanamide (1599422-84-0) → N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide (1599422-85-1)

Guidance literature:

With diborane; In tetrahydrofuran; at 0 ℃; for 16h; Reflux;

DOI:10.1002/ejoc.201301499

Reference yield:

(L)-p-Nitrophenylalanine methyl ester (81677-60-3) → N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide (1599422-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium hydroxide / toluene / 14 h / 20 °C

2: triethylamine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

3: diborane / tetrahydrofuran / 16 h / 0 °C / Reflux

With ammonium hydroxide; triethylamine; diborane; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1002/ejoc.201301499

Reference yield:

(2S)-2-amino-3-(4-nitrophenyl)propanamide (81677-61-4) → N-[(2S)-1-amino-3-(4-nitrophenyl)propan-2-yl]-4-methylbenzene-1-sulfonamide (1599422-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

2: diborane / tetrahydrofuran / 16 h / 0 °C / Reflux

With triethylamine; diborane; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201301499

upstream raw materials:

(2S)-2-amino-3-(4-nitrophenyl)propanamide

(2S)-2-[(4-methylphenyl)sulfonamido]-3-(4-nitrophenyl)propanamide

(L)-p-Nitrophenylalanine methyl ester

Downstream raw materials:

N-{(2S)-1-[4,7-bis(4-methylphenylsulfonyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenyl)propan-2-yl}-4-methylbenzene-1-sulfonamide

tert-butyl 2-{[(2S)-1-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazonan-1-yl}-3-(4-nitrophenyl)propan-2-yl]amino}acetate

(2S)-1-(4-nitrophenyl)-3-(1,4,7-triazonan-1-yl)propan-2-amine

2-{(2S)-1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-(4-nitrophenylpropan-2-yl)amino}acetic acid

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