N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Base Information

Chemical Name:N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester
CAS No.:161852-00-2
Molecular Formula:C₃₇H₄₄N₆O₇
Molecular Weight:684.792
Hs Code.:

N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Synonyms:N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

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Chemical Property of N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

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Technology Process of N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

There total 8 articles about N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl 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: 67.0%

: 161852-68-2
N'-((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

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

: 161852-00-2
N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In tetrahydrofuran; at -10 - 20 ℃; for 22h;
DOI:10.1021/jm960022p

Reference yield:

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

: 161852-00-2
N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl 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: 67 percent / 4-methylmorpholine, N,N'-dicyclohexylcarbodiimide, 3-hydroxy-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 22 h / -10 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxybenzotriazol-hydrate; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jm960022p

Reference yield:

: 870-46-2
t-butoxycarbonylhydrazine

: 161852-00-2
N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-(4-methoxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / ethanol / 3 h / Heating

2: 73 percent / TsOH, NaBH₃CN / tetrahydrofuran / 4 h / Ambient temperature

3: 59 percent / ethanol / 16 h / 80 °C

4: 87 percent / 1 N aq. K₂CO₃ / methanol / 16 h / Heating

5: 67 percent / 4-methylmorpholine, N,N'-dicyclohexylcarbodiimide, 3-hydroxy-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 22 h / -10 - 20 °C

With 4-methyl-morpholine; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm960022p