(5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

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Chemical Name:(5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline
CAS No.:142350-59-2
Molecular Formula:C₅₁H₇₀N₆O₁₁
Molecular Weight:943.15
Hs Code.:

(5S)-1-<(2S)-O-<<N-(benzyloxycarbonyl)-L-valyl>-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

Synonyms:(5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

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Chemical Property of (5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

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Technology Process of (5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

There total 17 articles about (5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline 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: 70.0%

: 134816-21-0
(5S)-1-((2S)-2-hydroxy-isovaleryl)-2-oxo-4-methoxy-5-benzyl-3-pyrroline

: 142350-62-7
(S)-1-[(S)-1-((S)-2-{[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid

: 142350-59-2
(5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

Guidance literature:: With dmap; Isopropenyl chloroformate; triethylamine; In dichloromethane; a) 0 deg C, 15 min., b) room temp., 4 h;
DOI:10.1016/S0040-4020(01)92190-8

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 142350-59-2
(5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / N-methylmorpholine, trispyrrolidino-oxybenzotriazolylphosphonium hexafluorophospate / CH₂Cl₂ / 2 h / Ambient temperature

2: 80 percent / imidazole / dimethylformamide / Ambient temperature

3: 100 percent / H₂ / 10percent Pd/C / methanol / 1 h / 760 Torr / Ambient temperature

4: Meldrum's acid, DMAP / CH₂Cl₂ / 0.25 h / -10 °C

5: acetonitrile / 0.5 h / Heating

6: 60 percent / triphenylphosphine, diethylazodicarboxylate / tetrahydrofuran / Ambient temperature

7: 86 percent / TFA / 0.08 h / Ambient temperature

8: 70 percent / DMAP, triethylamine, isopropenyl chlorocarbonate / CH₂Cl₂ / a) 0 deg C, 15 min., b) room temp., 4 h

With 4-methyl-morpholine; 1H-imidazole; dmap; cycl-isopropylidene malonate; Isopropenyl chloroformate; trispyrrolidino-oxybenzotriazolylphosphonium hexafluorophospate; hydrogen; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(01)92190-8

Reference yield:

: 42417-65-2
Z-MeVal-OH

: 142350-59-2
(5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / trispyrrolidinochlorophosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / a) 0 deg C, 5 min, b) room temp., 3 h

2: 95 percent / H₂, 12 N HCl / 10percent Pd/C / methanol / 2 h / Ambient temperature

3: 89 percent / trispyrrolidinochlorophosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / a) 0 deg C, 5 min, b) room temp., 3 h

4: 100 percent / H₂, 12 N HCl / 10percent Pd/C / methanol / 2 h / Ambient temperature

5: 68 percent / trispyrrolidinochlorophosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / a) 0 deg C, 5 min, b) room temp., 3 h

6: 82 percent / TFA / CH₂Cl₂ / 2 h / Ambient temperature

7: 70 percent / DMAP, triethylamine, isopropenyl chlorocarbonate / CH₂Cl₂ / a) 0 deg C, 15 min., b) room temp., 4 h

With hydrogenchloride; dmap; Isopropenyl chloroformate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)92190-8