N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 831179-82-9
• Molecular Formula: C₄₀H₅₈N₂O₈
• Molecular Weight: 694.909
• Mol file: 831179-82-9.mol

Synonyms:N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property of N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

There total 7 articles about N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl 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: 98.0%

L-menthylsuccinic acid (77341-67-4) + 3,5-diaminocinnamic acid allyl ester (831179-76-1) → N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (831179-82-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃;

DOI:10.1021/jo048799a

Reference yield:

allyl diethylphosphonoacetate (113187-28-3) → N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (831179-82-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran / Heating

2: SnCl₂ / tetrahydrofuran; H₂O / Heating

3: benzotriazole-1-yl-oxy-tris-(dimethylamino) PF₆; DiPEA / acetonitrile

With benzotriazole-1-yl-oxy-tris-(dimethylamino) PF₆; sodium hydride; N-ethyl-N,N-diisopropylamine; tin(ll) chloride; In tetrahydrofuran; water; acetonitrile;

DOI:10.3390/10010081

Reference yield:

3,5-dinitrobenzoic acid (99-34-3) → N-{3-((E)-2-Allyloxycarbonyl-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (831179-82-9)

Guidance literature:

Multi-step reaction with 5 steps

1: borane dimethylsulfide complex / tetrahydrofuran / Heating

2: PCC / tetrahydrofuran / Heating

3: sodium hydride / tetrahydrofuran / Heating

4: SnCl₂ / tetrahydrofuran; H₂O / Heating

5: benzotriazole-1-yl-oxy-tris-(dimethylamino) PF₆; DiPEA / acetonitrile

With dimethylsulfide borane complex; benzotriazole-1-yl-oxy-tris-(dimethylamino) PF₆; sodium hydride; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; tin(ll) chloride; In tetrahydrofuran; water; acetonitrile;

DOI:10.3390/10010081

upstream raw materials:

L-menthylsuccinic acid

3,5-diaminocinnamic acid allyl ester

allyl diethylphosphonoacetate

(-)-menthol

Downstream raw materials:

N-{3-((E)-2-Carboxy-vinyl)-5-[3-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonyl)-propionylamino]-phenyl}-succinamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester