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

Base Information

Chemical Name: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
CAS No.:108998-93-2
Molecular Formula:C₄₂H₅₂N₁₀O₁₃S₂
Molecular Weight:969.066
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 9 articles about 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 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:

: 108998-91-0
methyl (2S,3S,4R)-3-acetoxy-4-<(N^α-benzyloxycarbonyl-erythro-β-hydroxy-L-histidyl)amino>-2-methylpentanoate

: 108998-93-2
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

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; formic acid; sulfuric acid; diphenyl-phosphinic acid; triethylamine; palladium; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(88)90018-X

Reference yield:

: 108998-92-1
methyl (2S,3S,4R)-3-acetoxy-4-<(N^α-benzyloxycarbonyl-erythro-β-tert-butoxy-L-histidyl)amino>-2-methylpentanoate

: 108998-93-2
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

Guidance literature:: Multi-step reaction with 2 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

With hydrogenchloride; formic acid; diphenyl-phosphinic acid; triethylamine; palladium; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(88)90018-X

Reference yield:

: 19872-93-6
dimethyl 4-methoxypyridine-2,6-dicarboxylate

: 108998-93-2
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

Guidance literature:: Multi-step reaction with 6 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

With lithium 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