(R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester

Base Information

• Chemical Name: (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester
• CAS No.: 115487-70-2
• Molecular Formula: C₃₇H₅₂O₅S
• Molecular Weight: 608.883

Synonyms:

Chemical Property of (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester

There total 7 articles about (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl 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:

(4E)(6R)-6-(dichloro-2,4-phenylcarbonyloxy)-6-(20S-6-paratoluenesulfonyl)-4-hexenoate (115487-68-8,115487-69-9) → (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester (115487-70-2,115586-96-4,115586-97-5,115589-16-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; In tetrahydrofuran; for 0.166667h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4020(01)87708-5

Reference yield:

(toluene-4-sulfonyl)-acetic acid ethyl ester (2850-19-3) → (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester (115487-70-2,115586-96-4,115586-97-5,115589-16-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / Pd(dppe)2 / tetrahydrofuran / 1 h / 25 °C

2: 89 percent / pyridine; CH₂Cl₂ / 1 h / 25 °C

3: DBU / Pd(dppe)2 / tetrahydrofuran / 0.17 h / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1016/S0040-4020(01)87708-5

Reference yield:

Carbonic acid ethyl ester (Z)-(4R,5S)-4-hydroxy-5-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hex-2-enyl ester (115487-62-2,115487-63-3) → (R)-2-[(E)-(R)-3-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-but-1-enyl]-1-(toluene-4-sulfonyl)-cyclopropanecarboxylic acid ethyl ester (115487-70-2,115586-96-4,115586-97-5,115589-16-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / Pd(dppe)2 / tetrahydrofuran / 1 h / 25 °C

2: 89 percent / pyridine; CH₂Cl₂ / 1 h / 25 °C

3: DBU / Pd(dppe)2 / tetrahydrofuran / 0.17 h / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1016/S0040-4020(01)87708-5

upstream raw materials:

(4E)(6R)-6-(dichloro-2,4-phenylcarbonyloxy)-6-(20S-6-paratoluenesulfonyl)-4-hexenoate

(toluene-4-sulfonyl)-acetic acid ethyl ester

Carbonic acid ethyl ester (Z)-(4R,5S)-4-hydroxy-5-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-hex-2-enyl ester

ethyl(4E)(6R)-6-hydroxy-6-(20S-6β-methoxy-3α,5α-cyclopregnanyl)-2-paratoluenesulfonyl-4-hexenoate

Downstream raw materials:

glaucasterol

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