(S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid

Base Information

• Chemical Name: (S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid
• CAS No.: 119880-78-3
• Molecular Formula: C₃₀H₃₉N₃O₆S
• Molecular Weight: 569.722
• Mol file: 119880-78-3.mol

Synonyms:(S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid

Chemical Property of (S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid

There total 4 articles about (S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid 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: 100.0%

(S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid methyl ester (119880-77-2) → (S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid (119880-78-3)

Guidance literature:

With triethylamine; In methanol; water; at 50 ℃;

DOI:10.1021/ja00187a088

Reference yield:

5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → (S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid (119880-78-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / NaHCO₃ / acetone; H₂O

2: 100 percent / (i-PrN)2C, (i-Pr)2EtN / butan-1-ol; tetrahydrofuran

3: 100 percent / Et₃N / methanol; H₂O / 50 °C

With sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; water; acetone; butan-1-ol;

DOI:10.1021/ja00187a088

Reference yield:

O-t-Butyl-L-tyrosine (4727-00-8,18822-59-8,186698-58-8) → (S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid (119880-78-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / NaHCO₃ / acetone; H₂O

2: 100 percent / (i-PrN)2C, (i-Pr)2EtN / butan-1-ol; tetrahydrofuran

3: 100 percent / Et₃N / methanol; H₂O / 50 °C

With sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; water; acetone; butan-1-ol;

DOI:10.1021/ja00187a088

upstream raw materials:

(S)-2-[(S)-3-(4-tert-Butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyric acid methyl ester

5-(dimethylamino)naphth-1-ylsulfonyl chloride

O-t-Butyl-L-tyrosine

O-tert-butyl-N-dansyltyrosine

Downstream raw materials:

(Benzyloxy-{(S)-2-[(S)-3-(4-tert-butoxy-phenyl)-2-(5-dimethylamino-naphthalene-1-sulfonylamino)-propionylamino]-3-methyl-butyryl}-amino)-acetic acid 4-methoxy-benzyl ester

({(S)-2-[(S)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-butyryl}-hydroxy-amino)-acetic acid