(R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester

Base Information

• Chemical Name: (R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester
• CAS No.: 120791-00-6
• Molecular Formula: C₁₆H₂₇NO₃
• Molecular Weight: 281.395
• Mol file: 120791-00-6.mol

Synonyms:(R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester

Chemical Property of (R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester

There total 2 articles about (R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid 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:

(S)-(-)-5-(Bromomethyl)-2-pyrrolidinone (72479-05-1) → (R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester (120791-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / CuCN / diethyl ether; hexane; tetrahydrofuran / 1.) -40 deg C, 2 h, 2.) -15 deg C, 14 h

With CuCN; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/ja00195a042

Reference yield:

methanol (67-56-1) + 1,3-cylohexanedione (504-02-9) + (R)-5-Pentyl-2-pyrrolidinone (118015-99-9) → (R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester (120791-00-6)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/ja00195a042

Reference yield:

(R)-4-(3-Oxo-cyclohex-1-enylamino)-nonanoic acid methyl ester (120791-00-6) → 2,2-Dimethyl-6-[(R)-3-(3-oxo-cyclohex-1-enylamino)-octyl]-[1,3]dioxin-4-one (120791-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 45 min, 2.) THF, hexane, -78 deg C, 1.25 h; -40 deg C, 1.5 h; 0 deg C, 1 h

2: 84 percent / trifluoroacetic anhydride / trifluoroacetic acid / 24 h / 25 °C

With trifluoroacetic anhydride; lithium diisopropyl amide; In trifluoroacetic acid;

DOI:10.1021/ja00195a042

upstream raw materials:

methanol

1,3-cylohexanedione

(R)-5-Pentyl-2-pyrrolidinone

(S)-(-)-5-(Bromomethyl)-2-pyrrolidinone

Downstream raw materials:

(R)-3-Oxo-6-(3-oxo-cyclohex-1-enylamino)-undecanoic acid tert-butyl ester

2,2-Dimethyl-6-[(R)-3-(3-oxo-cyclohex-1-enylamino)-octyl]-[1,3]dioxin-4-one

(-)-Perhydrohistrionicotoxin