{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

Base Information

Chemical Name:{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester
CAS No.:180463-23-4
Molecular Formula:C₄₁H₅₁N₇O₇
Molecular Weight:753.899
Hs Code.:

{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

Synonyms:{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

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Chemical Property of {(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

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Technology Process of {(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

There total 11 articles about {(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl 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: 56.0%

: 180463-08-5
{(S)-1-[N'-((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

: (S)-2-[(Quinoline-2-carbonyl)-amino]-succinamic acid; hydrochloride

: 180463-23-4
{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:: With 4-methyl-morpholine; 1-ethyl-3-(3-diaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazol-hydrate; In tetrahydrofuran; at 5 - 20 ℃; for 17h;
DOI:10.1021/jm960022p

Reference yield:

: 93-10-7,1199266-78-8
quinoline-2-carboxylic acid

: 180463-23-4
{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) dicyclohexylcarbodiimide, 2.) 1-hydroxybenzotriazole hydrate / 1.) THF, 10 min, 2.) THF, 18 h

2: 88 percent / HCl(gas) / dioxane / 3 h / 45 °C

3: 56 percent / 4-methylmorpholine, 1-ethyl-3-(3-diaminopropyl)carbodiimide hydrochloride, 1-hydroxybenzotriazole hydrate / tetrahydrofuran / 17 h / 5 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; 1-ethyl-3-(3-diaminopropyl)carbodiimide hydrochloride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jm960022p

Reference yield:

: 72-18-4,25609-85-2,7004-03-7,921-10-8
L-valine

: 180463-23-4
{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-isobutyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 2 N aq. NaOH / dioxane / 16 h / Ambient temperature

2: 1.) 4-methylmorpholine, 1-ethyl-3-(3-diaminopropyl)carbodiimide hydrochloride, 1-hydroxybenzotriazole hydrate / 1.) AcOEt, 10 min, 2.) AcOEt, 18 h

3: 92 percent / HCl(gas) / dioxane / 28 h

4: 87 percent / ethanol / 4 h / 60 °C

5: 87 percent / p-TsOH, NaBH₃CN / tetrahydrofuran / 1 h / Ambient temperature

6: 80 percent / ethanol / 16 h / 80 °C

7: 68 percent / HCO₂H / 16 h / Ambient temperature

8: 56 percent / 4-methylmorpholine, 1-ethyl-3-(3-diaminopropyl)carbodiimide hydrochloride, 1-hydroxybenzotriazole hydrate / tetrahydrofuran / 17 h / 5 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; formic acid; 1-ethyl-3-(3-diaminopropyl)carbodiimide hydrochloride; sodium cyanoborohydride; toluene-4-sulfonic acid; 1-hydroxybenzotriazol-hydrate; In tetrahydrofuran; 1,4-dioxane; ethanol;
DOI:10.1021/jm960022p