<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...

Base Information

• Chemical Name: <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...
• CAS No.: 108998-94-3
• Molecular Formula: C₅₇H₇₄N₁₅O₁₄S₅*Cl
• Molecular Weight: 1389.09

Synonyms:

Chemical Property of <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...

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <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...

There total 12 articles about <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... 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:

methyl (2S,3S,4R)-3-acetoxy-4-<(Nα-benzyloxycarbonyl-erythro-β-hydroxy-L-histidyl)amino>-2-methylpentanoate (108998-91-0) → <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... (108998-94-3)

Guidance literature:

Multi-step reaction with 5 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

5: DPPA, Et₃N / dimethylformamide / 0 deg C, 1 h, then RT, 18 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) → <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... (108998-94-3)

Guidance literature:

Multi-step reaction with 4 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

4: DPPA, Et₃N / dimethylformamide / 0 deg C, 1 h, then RT, 18 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

Reference yield:

dimethyl 4-methoxypyridine-2,6-dicarboxylate (19872-93-6) → <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... (108998-94-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 85 percent / NaBH₄ / methanol / 0 deg C to RT, 3 h

2: 1.) (COCl)2, 2.) Et₃N / 1.) DMSO, CH₂Cl₂, -30 deg C, 20 min, 2.) -60 deg C, 25 min, then RT

3: 89 percent

4: 86 percent / trifluoroacetic acid, Et₃N / CH₂Cl₂ / 0 deg C, 30 min, then RT, 6 h

5: 62 percent / LiOH / tetrahydrofuran / 0 deg C, then RT, 3 h

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

7: 62 percent / NaOH / methanol / 0 deg C, 30 min, then 10 deg C, 10 h

8: DPPA, Et₃N / dimethylformamide / 0 deg C, 1 h, then RT, 18 h

With lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; diphenyl-phosphinic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

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

upstream raw materials:

(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

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

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