ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Base Information

• Chemical Name: ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate
• CAS No.: 140480-27-9
• Molecular Formula: C₄₀H₅₀N₁₀O₁₁S₂
• Molecular Weight: 911.029
• Mol file: 140480-27-9.mol

Synonyms:ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Chemical Property of ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

There total 6 articles about ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate 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:

Nα-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidine (101485-34-1) → ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate (140480-27-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 76 percent / NaHCO₃ / methanol; H₂O / 16 h / Ambient temperature

2: 4-methylmorpholine, EDCI, HOBT*H₂O / dimethylformamide / 14 h / Ambient temperature

3: 3-mercaptopropionic acid / tetrahydrofuran / 1 h / Ambient temperature

4: 80 percent / conc. H₂SO₄ / CH₂Cl₂ / 72 h / Ambient temperature

5: 100 percent / 1) HCOOH, 2) HCl / 1) Pd black / ethanol / 1) 1h, RT, 2) toluene

6: NEt₃, DPPA / dimethylformamide / 12 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; formic acid; sulfuric acid; diphenyl-phosphinic acid; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-mercaptopropionic acid; palladium; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90783-5

Reference yield:

ethyl (S)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate (140480-25-7) → ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate (140480-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 1) HCOOH, 2) HCl / 1) Pd black / ethanol / 1) 1h, RT, 2) toluene

2: NEt₃, DPPA / dimethylformamide / 12 h / Ambient temperature

With hydrogenchloride; formic acid; diphenyl-phosphinic acid; triethylamine; palladium; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90783-5

Reference yield:

ethyl (S)-4-<α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate (140480-24-6) → ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate (140480-27-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / conc. H₂SO₄ / CH₂Cl₂ / 72 h / Ambient temperature

2: 100 percent / 1) HCOOH, 2) HCl / 1) Pd black / ethanol / 1) 1h, RT, 2) toluene

3: NEt₃, DPPA / dimethylformamide / 12 h / Ambient temperature

With hydrogenchloride; formic acid; sulfuric acid; diphenyl-phosphinic acid; triethylamine; palladium; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)90783-5

upstream raw materials:

6-{[[(R)-2-Carbamoyl-2-(2-nitro-phenylsulfanylamino)-ethyl]-(2-nitro-phenylsulfanyl)-amino]-methyl}-4-methoxy-pyridine-2-carboxylic acid

N^α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidine

ethyl (S)-4-<α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate

ethyl (S)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Downstream raw materials:

(S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoic acid