3-Cyclohexene-1-carboxylicacid,1-amino-5-methylene-,methylester,(1R)-(9CI)

Base Information

• Chemical Name: 3-Cyclohexene-1-carboxylicacid,1-amino-5-methylene-,methylester,(1R)-(9CI)
• CAS No.: 208510-17-2
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.208
• Mol file: 208510-17-2.mol

Synonyms:3-Cyclohexene-1-carboxylicacid,1-amino-5-methylene-,methylester,(1R)-(9CI)

Chemical Property of 3-Cyclohexene-1-carboxylicacid,1-amino-5-methylene-,methylester,(1R)-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Cyclohexene-1-carboxylicacid,1-amino-5-methylene-,methylester,(1R)-(9CI)

There total 4 articles about 3-Cyclohexene-1-carboxylicacid,1-amino-5-methylene-,methylester,(1R)-(9CI) 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: 85.0%

(3S,6R)-3-Isopropyl-2,5-dimethoxy-10-methylene-1,4-diaza-spiro[5.5]undeca-1,4,8-triene (208510-10-5) → (R)-1-Amino-5-methylene-cyclohex-3-enecarboxylic acid methyl ester (208510-17-2)

Guidance literature:

With trifluoroacetic acid; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1016/S0040-4020(98)00267-1

Reference yield:

(2R,5S)-2-Allyl-5-isopropyl-3,6-dimethoxy-2-prop-2-ynyl-2,5-dihydro-pyrazine (208510-18-3) → (R)-1-Amino-5-methylene-cyclohex-3-enecarboxylic acid methyl ester (208510-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(dba)3*CHCl₃, AcOH, (o-tolyl)3P / benzene / 48 h / Ambient temperature

2: 85 percent / TFA / acetonitrile / 16 h / 20 °C

With tris(dibenzylideneacetone)dipalladium chloroform complex; acetic acid; tris-(o-tolyl)phosphine; trifluoroacetic acid; In acetonitrile; benzene;

DOI:10.1016/S0040-4020(98)00267-1

Reference yield:

(2S,5R)-5-allyl-5-(2-bromoallyl)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine (208510-20-7) → (R)-1-Amino-5-methylene-cyclohex-3-enecarboxylic acid methyl ester (208510-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(OAc)2, K₂CO₃, Ph₃P / acetonitrile / 60 h / 80 °C

2: 85 percent / TFA / acetonitrile / 16 h / 20 °C

With palladium diacetate; potassium carbonate; triphenylphosphine; trifluoroacetic acid; In acetonitrile;

DOI:10.1016/S0040-4020(98)00267-1

upstream raw materials:

(3S,6R)-3-Isopropyl-2,5-dimethoxy-10-methylene-1,4-diaza-spiro[5.5]undeca-1,4,8-triene

(2S,5R)-5-allyl-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine

(2R,5S)-2-Allyl-5-isopropyl-3,6-dimethoxy-2-prop-2-ynyl-2,5-dihydro-pyrazine

(2S,5R)-5-allyl-5-(2-bromoallyl)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine