2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid

Base Information

Chemical Name:2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid
CAS No.:889854-03-9
Molecular Formula:C₂₄H₂₇ClN₄O₆
Molecular Weight:502.955
Hs Code.:

Synonyms:2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid

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Chemical Property of 2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid

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Technology Process of 2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid

There total 10 articles about 2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic 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:

: tert-butyl 2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoate

: 889854-03-9
2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid

Guidance literature:: With hydrogenchloride; acetic acid; at 20 ℃; for 2.5h;

Reference yield:

: 889855-59-8
(2E)-2-{[(tert-butoxycarbonyl)amino]methyl}-3-(5-chloro-2-methoxyphenyl)-2-propenoic acid

: 889854-03-9
2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: HCl / ethyl acetate / 0.67 h / 20 °C

2.1: NaBH(OAc)3 / tetrahydrofuran / 1.5 h / 20 °C

3.1: aq. NaOH / methanol / 2.5 h / 60 °C

4.1: EDCI*HCl; HOBt; Et₃N / dimethylformamide; CH₂Cl₂ / 18 h / 20 °C

5.1: H₂ / Pt(sulfided)/C / tetrahydrofuran / 18 h / 20 °C

6.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

6.2: tetrahydrofuran / 1 h / -78 °C

7.1: Et₃N; DMAP / dimethylformamide / 18 h / 0 °C

8.1: aq. HCl; AcOH / 18 h / 20 °C

With hydrogenchloride; dmap; sodium hydroxide; n-butyllithium; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Pt(sulfided)/C; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.03.085

Reference yield:

: 889937-07-9
C₂₅H₃₁ClN₂O₇

: 889854-03-9
2-amino-4-[(1R)-1-({[(6R)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)propyl]benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. NaOH / methanol / 2.5 h / 60 °C

2.1: EDCI*HCl; HOBt; Et₃N / dimethylformamide; CH₂Cl₂ / 18 h / 20 °C

3.1: H₂ / Pt(sulfided)/C / tetrahydrofuran / 18 h / 20 °C

4.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

4.2: tetrahydrofuran / 1 h / -78 °C

5.1: Et₃N; DMAP / dimethylformamide / 18 h / 0 °C

6.1: aq. HCl; AcOH / 18 h / 20 °C

With hydrogenchloride; dmap; sodium hydroxide; n-butyllithium; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; Pt(sulfided)/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.03.085