erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester

Base Information

• Chemical Name: erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester
• CAS No.: 145642-92-8
• Molecular Formula: C₂₀H₂₀N₂O₄
• Molecular Weight: 352.39
• Mol file: 145642-92-8.mol

Synonyms:erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester

Chemical Property of erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester

There total 5 articles about erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester 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: 19.0%

erythro-β-Phenyl-N-(methoxycarbonyl)-1-(phenylsulfonyl)-L-tryptophan methyl ester (145642-88-2) → erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester (145642-92-8) + erythro-N-(Methoxycarbonyl)-β-phenyl-5-phenylsulfonyl-L-tryptophan methyl ester + (2R,3R)-3-(1H-Indol-3-yl)-2-methoxycarbonylamino-3-phenyl-propionic acid methyl ester

Guidance literature:

With methoxybenzene; ascorbic acid; In ethanol; Yields of byproduct given; Ambient temperature; Irradiation;

DOI:10.1021/jo00094a041

Reference yield:

Dimethyl 2-(phenylseleno)-8-(phenylsulfonyl)-1,2(R),3,3a(R),8,8a(S)-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate (145642-79-1) → erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester (145642-92-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / magnesium monoperoxyphthalate / tetrahydrofuran / Ambient temperature

2: 1) trimethylsilyl chloride, 2) NH₄Cl

3: trifluoroacetic acid / 336 h / Ambient temperature

4: anisole, ascorbic acid / Irradiation

With chloro-trimethyl-silane; ammonium chloride; magnesium monoperoxyphthalate hexahydrate; methoxybenzene; trifluoroacetic acid; ascorbic acid; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)60945-0

Reference yield:

erythro-β-Phenyl-N-(methoxycarbonyl)-1-(phenylsulfonyl)-L-tryptophan methyl ester (145642-88-2) → erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester (145642-92-8)

Guidance literature:

With methoxybenzene; ascorbic acid; Irradiation;

DOI:10.1016/S0040-4039(00)60945-0

upstream raw materials:

erythro-β-Phenyl-N-(methoxycarbonyl)-1-(phenylsulfonyl)-L-tryptophan methyl ester

Dimethyl 8-(phenylsulfonyl)-1,3a(R),8,8a(S)-tetrahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

Dimethyl 3-phenyl-8-(phenylsulfonyl)-1,2(S),3(S),3a(R),8,8a(S)-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

Dimethyl 2-(phenylseleno)-8-(phenylsulfonyl)-1,2(R),3,3a(R),8,8a(S)-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate

Downstream raw materials:

erythro-β-Phenyl-L-tryptophan hydrochloride