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

Base Information

Chemical Name:(S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-3-chloro-5-iodo-benzoylamino}-butyric acid ethyl ester
CAS No.:1026698-70-3
Molecular Formula:C₁₉H₂₅BrClIN₂O₄
Molecular Weight:587.68
Hs Code.:

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

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

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

There total 5 articles about (S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-3-chloro-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:

: 598-21-0
2-Bromoacetyl bromide

: 187876-79-5
(S)-3-(2-tert-Butylamino-3-chloro-5-iodo-benzoylamino)-butyric acid ethyl ester

: 1026698-70-3
(S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-3-chloro-5-iodo-benzoylamino}-butyric acid ethyl ester

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; at 25 ℃;
DOI:10.1021/jm960652r

Reference yield:

: 352-34-1
4-fluoro-1-iodobenzene

: 1026698-70-3
(S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-3-chloro-5-iodo-benzoylamino}-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 5 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: 88 percent / Et₃N, Cl₂(g), AcOH / 1 h / Ambient temperature

5: aq. NaHCO₃ / CH₂Cl₂ / 25 °C

With n-butyllithium; chlorine; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jm960652r

Reference yield:

: 124700-41-0
2-fluoro-5-iodobenzoic acid

: 1026698-70-3
(S)-3-{2-[(2-Bromo-acetyl)-tert-butyl-amino]-3-chloro-5-iodo-benzoylamino}-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 4 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: 88 percent / Et₃N, Cl₂(g), AcOH / 1 h / Ambient temperature

4: aq. NaHCO₃ / CH₂Cl₂ / 25 °C

With n-butyllithium; chlorine; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jm960652r