methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate

Base Information

• Chemical Name: methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate
• CAS No.: 237400-81-6
• Molecular Formula: C₂₄H₃₀N₂O₅
• Molecular Weight: 426.513
• Mol file: 237400-81-6.mol

Synonyms:methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate

Chemical Property of methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate

There total 1 articles about methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate 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: 95.0%

2-oxo-1-(2-oxoethyl)cyclohexanecarboxylic acid ethyl ester (125225-39-0,4413-66-5) + DL-tryptophan methyl ester (7303-49-3) → methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate (237400-81-6)

Guidance literature:

With 4 A molecular sieve; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(99)00420-2

Reference yield: 57.0%

(-)-menthyl acrylate (4835-96-5) + methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate (237400-81-6) → 1R,2S,5R-menthyl 2-(3'-indolylmethyl)-r-2R-methoxycarbonyl-c-5S-<1-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-ethyl>-pyrrolidine-c-4S-carboxylate (237400-87-2)

Guidance literature:

With silver(I) acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 16h; Ambient temperature;

DOI:10.1016/S0040-4020(99)00420-2

Reference yield:

methyl N-<3-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-propylidine>-tryptophanate (237400-81-6) → C37H50N2O6

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / AgOAc, DBU / acetonitrile / 16 h / Ambient temperature

2: p-TsOH / toluene / 48 h / Heating

With silver(I) acetate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; acetonitrile;

DOI:10.1016/S0040-4020(99)00420-2

upstream raw materials:

2-oxo-1-(2-oxoethyl)cyclohexanecarboxylic acid ethyl ester

DL-tryptophan methyl ester

Downstream raw materials:

1R,2S,5R-menthyl 2-(3'-indolylmethyl)-r-2R-methoxycarbonyl-c-5S-<1-(1'-ethoxycarbonyl-2'-oxocyclohexyl)-ethyl>-pyrrolidine-c-4S-carboxylate