{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl 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'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester
CAS No.:180463-04-1
Molecular Formula:C₄₁H₅₇N₇O₇
Molecular Weight:759.946
Hs Code.:

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

Synonyms:{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl 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'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl 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'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl 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'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic 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: 52.0%

: 13734-41-3
t-Boc-L-valine

: 161852-46-6
1-[2(S)-hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparagyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-hydrazine

: 180463-04-1
{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In acetonitrile; for 17h;
DOI:10.1021/jm960022p

Reference yield:

: 929016-50-2
(E)-tert-butyl 2-(cyclohexylmethylene)hydrazinecarboxylate

: 180463-04-1
{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂ / 5percent Pt/C / methanol / 8 h / 760 Torr / Ambient temperature

2: 61 percent / methanol / 16 h / Heating

3: 95 percent / 1 N aq. K₂CO₃ / methanol / 16 h / Heating

4: 76 percent / 4-methylmorpholine, N,N'-dicyclohexylcarbodiimide, 3-hydroxy-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 22 h / -10 - 20 °C

5: 100 percent / HCO₂H / 17 h / Ambient temperature

6: 52 percent / 4-methylmorpholine, O-benzotriazol-1-yl-N,N,N',N'-tetramethyluroniumhexafluorophosphate / acetonitrile / 17 h

With 4-methyl-morpholine; formic acid; hydrogen; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; platinum on activated charcoal; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/jm960022p

Reference yield:

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

: 180463-04-1
{(S)-1-[N'-((2S,3S)-3-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-2-hydroxy-4-phenyl-butyl)-N'-cyclohexylmethyl-hydrazinocarbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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: 76 percent / 4-methylmorpholine, N,N'-dicyclohexylcarbodiimide, 3-hydroxy-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 22 h / -10 - 20 °C

4: 100 percent / HCO₂H / 17 h / Ambient temperature

5: 52 percent / 4-methylmorpholine, O-benzotriazol-1-yl-N,N,N',N'-tetramethyluroniumhexafluorophosphate / acetonitrile / 17 h

With 4-methyl-morpholine; hydrogenchloride; formic acid; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-hydroxybenzotriazol-hydrate; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; acetonitrile;
DOI:10.1021/jm960022p