(R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate

Base Information

• Chemical Name: (R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate
• CAS No.: 1318776-71-4
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357
• Mol file: 1318776-71-4.mol

Synonyms:(R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate

Chemical Property of (R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate

There total 6 articles about (R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate 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: 65.0%

R-(-)-benzyl 2-carbamyl-2-methylpent-4-enoate (1318776-55-4) + ethyl acrylate (140-88-5,9003-32-1) → (R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate (1318776-71-4)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2011.05.103

Reference yield:

2-allyl-2-methylmalonamide → (R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate (1318776-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1: water / N,N-dimethyl-formamide / 1.5 h / 30 °C / pH 7 / potassium phosphate buffer; Microbiological reaction; Enzymatic reaction

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; water; potassium carbonate; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tet.2011.05.103

Reference yield:

2-allyl-2-methylmalononitrile (154657-02-0) → (R,E)-6-benzyl 1-ethyl 5-carbamoyl-5-methylhex-2-enedioate (1318776-71-4)

Guidance literature:

Multi-step reaction with 4 steps

1: dihydrogen peroxide / basic conditions

2: water / N,N-dimethyl-formamide / 1.5 h / 30 °C / pH 7 / potassium phosphate buffer; Microbiological reaction; Enzymatic reaction

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; water; dihydrogen peroxide; potassium carbonate; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tet.2011.05.103

upstream raw materials:

R-(-)-benzyl 2-carbamyl-2-methylpent-4-enoate

ethyl acrylate

C₇H₁₁NO₃

benzyl bromide

Downstream raw materials:

(R)-1-benzyl 6-ethyl 2-carbamoyl-2-methylhexanedioate