Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester
• CAS No.: 181219-15-8
• Molecular Formula: C₂₂H₃₀O₂
• Molecular Weight: 326.479

Synonyms:Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester

Chemical Property of Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester

There total 16 articles about Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl 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: 26.0%

Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-4,4,6a-trimethyl-7-methylsulfanylthiocarboxyoxy-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester (181219-14-7) → Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester (181219-15-8) + Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-7-hydroxy-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester (181219-13-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1039/CC9960001839

Reference yield:

(1R,2S,6R,7S)-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one (105500-35-4) → Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester (181219-15-8)

Guidance literature:

Multi-step reaction with 15 steps

1: 85 percent / Mg, 1,2-dibromoethane / CuBr*SMe₂ / diethyl ether / Heating

2: 60 percent / LDA, DMPU / tetrahydrofuran

3: BBr₃ / CH₂Cl₂

4: pyridine

5: t-BuOK / tetrahydrofuran / -78 °C

6: 92 percent / DIBAL / toluene / -78 °C

7: aq. OsO₄, NMO / tetrahydrofuran; pyridine

8: NaIO₄ / tetrahydrofuran

9: 81 percent / DIBAL / toluene / -78 °C

10: 97 percent / Et₃N / CH₂Cl₂

11: 83 percent / PhI(OAc)2, I₂ / benzene / 20 °C / Irradiation

12: 87 percent / Bu₃SnH, AIBN / toluene / Heating

13: 99 percent / K₂CO₃ / methanol

14: 96 percent / NaH / tetrahydrofuran / Heating

15: 51 percent / Bu₃SnH, AIBN / toluene / Heating

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; potassium tert-butylate; iodine; tri-n-butyl-tin hydride; boron tribromide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; magnesium; ethylene dibromide; triethylamine; lithium diisopropyl amide; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; toluene; benzene;

DOI:10.1039/CC9960001839

Reference yield:

((3-chloro-3-methylbutoxy)methyl)benzene (58460-95-0) → Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester (181219-15-8)

Guidance literature:

Multi-step reaction with 15 steps

1: 85 percent / Mg, 1,2-dibromoethane / CuBr*SMe₂ / diethyl ether / Heating

2: 60 percent / LDA, DMPU / tetrahydrofuran

3: BBr₃ / CH₂Cl₂

4: pyridine

5: t-BuOK / tetrahydrofuran / -78 °C

6: 92 percent / DIBAL / toluene / -78 °C

7: aq. OsO₄, NMO / tetrahydrofuran; pyridine

8: NaIO₄ / tetrahydrofuran

9: 81 percent / DIBAL / toluene / -78 °C

10: 97 percent / Et₃N / CH₂Cl₂

11: 83 percent / PhI(OAc)2, I₂ / benzene / 20 °C / Irradiation

12: 87 percent / Bu₃SnH, AIBN / toluene / Heating

13: 99 percent / K₂CO₃ / methanol

14: 96 percent / NaH / tetrahydrofuran / Heating

15: 51 percent / Bu₃SnH, AIBN / toluene / Heating

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; potassium tert-butylate; iodine; tri-n-butyl-tin hydride; boron tribromide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; magnesium; ethylene dibromide; triethylamine; lithium diisopropyl amide; copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; toluene; benzene;

DOI:10.1039/CC9960001839

upstream raw materials:

Benzoic acid (3S,3aS,3bS,6aR,7R,7aR)-4,4,6a-trimethyl-7-methylsulfanylthiocarboxyoxy-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester

(1R,2S,6R,7S)-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one

((3-chloro-3-methylbutoxy)methyl)benzene

C₁₆H₂₂O

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 181219-15-8 Benzoic acid (3S,3aS,3bS,6aS,7aS)-4,4,6a-trimethyl-decahydro-cyclopenta[a]pentalen-3-ylmethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send