(2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid

Base Information

• Chemical Name: (2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid
• CAS No.: 108998-88-5
• Molecular Formula: C₃₉H₄₈N₁₀O₁₂S₂
• Molecular Weight: 913.002
• Mol file: 108998-88-5.mol

Synonyms:(2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid

Chemical Property of (2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid

There total 11 articles about (2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid 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: 62.0%

methyl (2S,3S,4R)-3-acetoxy-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-2-methylpentanoate (108998-93-2) → (2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid (108998-88-5)

Guidance literature:

With sodium hydroxide; In methanol; 0 deg C, 30 min, then 10 deg C, 10 h;

DOI:10.1016/S0040-4020(88)90018-X

Reference yield:

methyl (2S,3S,4R)-3-acetoxy-4-<(Nα-benzyloxycarbonyl-erythro-β-hydroxy-L-histidyl)amino>-2-methylpentanoate (108998-91-0) → (2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid (108998-88-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / H₂SO₄ / 3 h / Ambient temperature

2: 1.) formic acid, 2.) HCl / 1.) Pd-black / 1.) methanol, RT, 30 min, 2.) water

3: DPPA, Et₃N / dimethylformamide / 0 deg C, 1 h, then RT, 12 h

4: 62 percent / NaOH / methanol / 0 deg C, 30 min, then 10 deg C, 10 h

With hydrogenchloride; sodium hydroxide; formic acid; sulfuric acid; diphenyl-phosphinic acid; triethylamine; palladium; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(88)90018-X

Reference yield:

methyl (2S,3S,4R)-3-acetoxy-4-<(Nα-benzyloxycarbonyl-erythro-β-tert-butoxy-L-histidyl)amino>-2-methylpentanoate (108998-92-1) → (2S,3S,4R)-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methylpentanoic acid (108998-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) formic acid, 2.) HCl / 1.) Pd-black / 1.) methanol, RT, 30 min, 2.) water

2: DPPA, Et₃N / dimethylformamide / 0 deg C, 1 h, then RT, 12 h

3: 62 percent / NaOH / methanol / 0 deg C, 30 min, then 10 deg C, 10 h

With hydrogenchloride; sodium hydroxide; formic acid; diphenyl-phosphinic acid; triethylamine; palladium; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(88)90018-X

upstream raw materials:

methyl (2S,3S,4R)-3-acetoxy-4-<α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-2-methylpentanoate

dimethyl 4-methoxypyridine-2,6-dicarboxylate

6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carboxylic acid

Methyl 6-formyl-4-methoxypyridine-2-carboxylate

Downstream raw materials:

<3-<<2'-<2-<α-<6<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxy-pyridine-2-carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>-3-hydroxy-2-methyl-pentanoyl>-L-threonyl>amino...