(S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester

Base Information

• Chemical Name: (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester
• CAS No.: 1026866-33-0
• Molecular Formula: C₁₉H₂₆BrIN₂O₄
• Molecular Weight: 553.235
• Mol file: 1026866-33-0.mol

Synonyms:(S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester

Chemical Property of (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester

There total 4 articles about (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester 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:

2-Bromoacetyl bromide (598-21-0) + (S)-3-(2-tert-Butylamino-5-iodo-benzoylamino)-butyric acid ethyl ester (187876-59-1) → (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester (1026866-33-0)

Guidance literature:

With potassium phosphate buffer; In dichloromethane; at 0 ℃;

DOI:10.1021/jm960652r

Reference yield:

4-fluoro-1-iodobenzene (352-34-1) → (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester (1026866-33-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, Et₂O, from -78 deg C to 0 deg C

2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, -78 deg C, 20 min

3: 81 percent / diisopropylethylamine, benzotriazol-1-yloxytris(dimethylamino)-phosphonium hexafluorophosphate / CH₂Cl₂ / 0.25 h

4: 1 M potassium phosphate buffer / CH₂Cl₂ / 0 °C

With n-butyllithium; potassium phosphate buffer; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/jm960652r

Reference yield:

2-fluoro-5-iodobenzoic acid (124700-41-0) → (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-5-iodo-benzoylamino}-butyric acid ethyl ester (1026866-33-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, -78 deg C, 20 min

2: 81 percent / diisopropylethylamine, benzotriazol-1-yloxytris(dimethylamino)-phosphonium hexafluorophosphate / CH₂Cl₂ / 0.25 h

3: 1 M potassium phosphate buffer / CH₂Cl₂ / 0 °C

With n-butyllithium; potassium phosphate buffer; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jm960652r

upstream raw materials:

2-Bromoacetyl bromide

(S)-3-(2-tert-Butylamino-5-iodo-benzoylamino)-butyric acid ethyl ester

4-fluoro-1-iodobenzene

2-fluoro-5-iodobenzoic acid

Downstream raw materials:

(S)-3-[1-tert-Butyl-7-(4-carbamimidoyl-phenylethynyl)-2,5-dioxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl]-butyric acid ethyl ester