2-Propenoic acid, 3-[1-[(1-ethyl-2-cyclohexen-1-yl)acetyl]-5-(phenylmethoxy)-1H-indol-3-yl] -, 2-propenyl ester, (E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-[1-[(1-ethyl-2-cyclohexen-1-yl)acetyl]-5-(phenylmethoxy)-1H-indol-3-yl] -, 2-propenyl ester, (E)-
• CAS No.: 103580-92-3
• Molecular Formula: C₃₁H₃₃NO₄
• Molecular Weight: 483.607
• Mol file: 103580-92-3.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-[1-[(1-ethyl-2-cyclohexen-1-yl)acetyl]-5-(phenylmethoxy)-1H-indol-3-yl] -, 2-propenyl ester, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 3-[1-[(1-ethyl-2-cyclohexen-1-yl)acetyl]-5-(phenylmethoxy)-1H-indol-3-yl] -, 2-propenyl ester, (E)-

There total 1 articles about 2-Propenoic acid, 3-[1-[(1-ethyl-2-cyclohexen-1-yl)acetyl]-5-(phenylmethoxy)-1H-indol-3-yl] -, 2-propenyl ester, (E)- 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:

allyl (E)-3-<5-(benzyloxy)-1H-indol-3-yl>-2-propenoate (103580-91-2) + 2-(1-ethyl-2-cyclohexen-1-yl)acetyl chloride (103580-93-4) → allyl (E)-3-<5-(benzyloxy)-1-<2-(1-ethyl-2-cyclohexen-1-yl)acetyl>-1H-indol-3-yl>-2-propenoate (103580-92-3)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, RT, 30 min, 2.) DMF, 0.5 h;

DOI:10.1021/jm00083a004

Reference yield:

allyl (E)-3-<5-(benzyloxy)-1-<2-(1-ethyl-2-cyclohexen-1-yl)acetyl>-1H-indol-3-yl>-2-propenoate (103580-92-3) → 2-bromoethyl (3aβ,12β,12aβ,12bβ)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-9-(benzyloxy)-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylate (141915-90-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) 15percent ethanol. HCl / 1.) mesitylene, reflux, 12 h, 2.) mesitylene, reflux, 0.5 h

2: 65.4 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾, Ph₃P, 2-ethylhexanoic acid / ethyl acetate; CHCl₃ / 8 h / Ambient temperature

3: 68.8 percent / 4-(dimethylamino)pyridine (DMAP), 1,3-dicyclohexylcarbodiimide (DCC) / dioxane / 20 h / Ambient temperature

With hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; dicyclohexyl-carbodiimide; triphenylphosphine; In 1,4-dioxane; chloroform; ethyl acetate;

DOI:10.1021/jm00083a004

Reference yield:

allyl (E)-3-<5-(benzyloxy)-1-<2-(1-ethyl-2-cyclohexen-1-yl)acetyl>-1H-indol-3-yl>-2-propenoate (103580-92-3) → (3aR,4R,11aR,11bR)-7-Benzyloxy-11a-ethyl-10-oxo-1,2,3,3a,4,5,10,11,11a,11b-decahydro-9b-aza-benzo[cd]fluoranthene-4-carbonyl azide

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) 15percent ethanol. HCl / 1.) mesitylene, reflux, 12 h, 2.) mesitylene, reflux, 0.5 h

2: 65.4 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾, Ph₃P, 2-ethylhexanoic acid / ethyl acetate; CHCl₃ / 8 h / Ambient temperature

3: ethyl chloroformate, Et₃N / acetone / 0.5 h

4: NaN₃ / acetone; H₂O / 0.5 h / 0 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; 2-Ethylhexanoic acid; chloroformic acid ethyl ester; triethylamine; triphenylphosphine; In chloroform; water; ethyl acetate; acetone;

DOI:10.1021/jm00083a004

upstream raw materials:

allyl (E)-3-<5-(benzyloxy)-1H-indol-3-yl>-2-propenoate

2-(1-ethyl-2-cyclohexen-1-yl)acetyl chloride

Downstream raw materials:

allyl (3aβ,12β,12aβ,12bβ)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-9-(benzyloxy)-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylate

(3aβ,12β,12aβ,12bβ)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-9-(benzyloxy)-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylic acid

2-bromoethyl (3aβ,12β,12aβ,12bβ)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-9-(benzyloxy)-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazole-12-carboxylate

benzyl N-<(3aβ,12β,12aβ,12bβ)-9-(benzyloxy)-1,2,3,3a,4,5,11,12,12a,12b-decahydro-3aβ-ethyl-5-oxoisoquino<2,1,8-lma>carbazol-12-yl>carbamate