Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester
• CAS No.: 314280-78-9
• Molecular Formula: C₂₇H₃₂O₅
• Molecular Weight: 436.548

Synonyms:Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester

Chemical Property of Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester

There total 18 articles about Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl 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: 32.0%

Benzoic acid (1R,2R)-1-((3aR,9aS,9bS)-7-acetoxy-9a,9b-dimethyl-1-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-2-hydroxy-3-methyl-but-3-enyl ester (573699-15-7) → Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester (314280-78-9) + Benzoic acid (2R,3R,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,8,12,13,14,15,17-decahydro-7H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester + Benzoic acid (1R,2R)-1-((3aR,9aS,9bS)-9a,9b-dimethyl-1-oxo-1,3,3a,4,8,9,9a,9b-octahydro-naphtho[1,2-c]furan-6-ylmethyl)-2-hydroxy-3-methyl-but-3-enyl ester

Guidance literature:

With perchloric acid; lithium perchlorate; In diethyl ether; at 0 - 20 ℃;

DOI:10.1021/ja034842k

Reference yield:

(R)-2-((R)-2-Methyl-1-methylsulfanylmethoxy-allyl)-oxirane (251305-18-7) → Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester (314280-78-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: LDA; (+)-4,4a,5,6,7,8-hexahydro-4a-Me-2(3H)-Nph dimethylhydrazone / tetrahydrofuran / 6 h / -78 - 65 °C

1.2: tetrahydrofuran / 3.5 h

2.1: 76 percent / DMAP / CH₂Cl₂ / 23 h / 20 °C

3.1: 53 percent / NaOAc; AcOH / benzene / 16 h / 65 °C

4.1: 80 percent / aq. perchloric acid / acetonitrile / 0.25 h / 60 °C

5.1: 78 percent / pyridinium dichromate / CH₂Cl₂ / 5 h / 20 °C

6.1: 60 percent / TfOH; Et₃SiH / toluene / 1.5 h / -40 - 20 °C

With triethylsilane; dmap; dipyridinium dichromate; perchloric acid; trifluorormethanesulfonic acid; (+)-4,4a,5,6,7,8-hexahydro-4a-Me-2(3H)-Nph dimethylhydrazone; sodium acetate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; benzene; 1.1: Stork metalloenamine alkylation;

DOI:10.1021/ja034842k

Reference yield:

N'-(1-methoxy-9a,9b-dimethyl-3,3a,4,5,8,9,9a,9b-octahydro-1H-naphtho[1,2-c]furan-7-ylidene)-N,N-dimethyl-hydrazine (502613-90-3) → Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester (314280-78-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: LDA; (+)-4,4a,5,6,7,8-hexahydro-4a-Me-2(3H)-Nph dimethylhydrazone / tetrahydrofuran / 6 h / -78 - 65 °C

1.2: tetrahydrofuran / 3.5 h

2.1: 76 percent / DMAP / CH₂Cl₂ / 23 h / 20 °C

3.1: 53 percent / NaOAc; AcOH / benzene / 16 h / 65 °C

4.1: 80 percent / aq. perchloric acid / acetonitrile / 0.25 h / 60 °C

5.1: 78 percent / pyridinium dichromate / CH₂Cl₂ / 5 h / 20 °C

6.1: 60 percent / TfOH; Et₃SiH / toluene / 1.5 h / -40 - 20 °C

With triethylsilane; dmap; dipyridinium dichromate; perchloric acid; trifluorormethanesulfonic acid; (+)-4,4a,5,6,7,8-hexahydro-4a-Me-2(3H)-Nph dimethylhydrazone; sodium acetate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; benzene; 1.1: Stork metalloenamine alkylation;

DOI:10.1021/ja034842k

upstream raw materials:

Benzoic acid (1R,2R)-1-((3aR,9aS,9bS)-7-acetoxy-9a,9b-dimethyl-1-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-2-hydroxy-3-methyl-but-3-enyl ester

benzoyl chloride

(R)-2-((R)-2-Methyl-1-methylsulfanylmethoxy-allyl)-oxirane

N'-(1-methoxy-9a,9b-dimethyl-3,3a,4,5,8,9,9a,9b-octahydro-1H-naphtho[1,2-c]furan-7-ylidene)-N,N-dimethyl-hydrazine

Downstream raw materials:

C₄₅H₅₂N₂O₇Se

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 314280-78-9 Benzoic acid (2R,3R,5S,8S,13R,14S)-3-isopropenyl-8,14-dimethyl-15-oxo-1,2,3,6,7,8,11,12,13,14,15,17-dodecahydro-5H-4,16-dioxa-cyclopenta[a]phenanthren-2-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send