5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate

Base Information

• Chemical Name: 5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate
• CAS No.: 140835-51-4
• Molecular Formula: C₃₀H₃₇NO₅
• Molecular Weight: 491.627
• Mol file: 140835-51-4.mol

Synonyms:5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate

Chemical Property of 5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate

There total 3 articles about 5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate 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: 88.4%

4-biphenyl-carboxylic acid chloride (14002-51-8) + (2aS,4aR,5R,6R,7R,7aS,7bR)-4a,7-Dihydroxy-6-isopropyl-1,7b-dimethyl-decahydro-cyclopenta[cd]indole-5-carboxylic acid methyl ester → 5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate (140835-51-4)

Guidance literature:

With dmap; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1021/ja00037a009

Reference yield:

1-<3-carbomethoxy-2-(1-methylethyl)propenoyl>-1α,2,3,3aα,4,5,6,6aα-octahydro-2,6a-dimethylcyclopentapyrrol-6-one (140835-49-0) → 5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate (140835-51-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 53.3 percent / SmI₂ / tetrahydrofuran / 1 h / 25 °C

2: CeCl₃*7H₂O, NaBH₄ / methanol / 2.5 h / 0 - 20 °C

3: 88.4 percent / DMAP / acetonitrile / 4 h / Ambient temperature

With dmap; sodium tetrahydroborate; samarium diiodide; cerium(III) chloride; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/ja00037a009

Reference yield:

5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-one (140835-50-3) → 5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7α,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-yl 4-phenylbenzoate (140835-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: CeCl₃*7H₂O, NaBH₄ / methanol / 2.5 h / 0 - 20 °C

2: 88.4 percent / DMAP / acetonitrile / 4 h / Ambient temperature

With dmap; sodium tetrahydroborate; cerium(III) chloride; In methanol; acetonitrile;

DOI:10.1021/ja00037a009

upstream raw materials:

4-biphenyl-carboxylic acid chloride

5-carbomethoxy-2,2aα,3,4,4aα,5β,6α,7,7aα,7bα-decahydro-1,7b-dimethyl-4a-hydroxy-6-(1-methylethyl)-1H-cyclopentindol-7-one

1-<3-carbomethoxy-2-(1-methylethyl)propenoyl>-1α,2,3,3aα,4,5,6,6aα-octahydro-2,6a-dimethylcyclopentapyrrol-6-one