(3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl ester

Base Information

• Chemical Name: (3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl ester
• CAS No.: 69698-85-7
• Molecular Formula: C₂₉H₄₂O₄
• Molecular Weight: 454.65
• Mol file: 69698-85-7.mol

Synonyms:

Chemical Property of (3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl ester

There total 4 articles about (3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl 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:

3-Iodocyclohex-2-enone (56671-82-0) → (3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl ester (69698-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) LiAlH₄, Et₂O, (ii) /BRN= 118515/, (iii) (racemate resolution using cinchonine)

2: LiAlH₄ / diethyl ether

3: (i) CuI, Et₂O, (ii) /BRN= 2038472/

4: Py

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1016/0040-4020(78)80095-7

Reference yield:

Phthalic acid mono-((S)-3-iodo-cyclohex-2-enyl) ester (69744-92-9) → (3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl ester (69698-85-7)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄ / diethyl ether

2: (i) CuI, Et₂O, (ii) /BRN= 2038472/

3: Py

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1016/0040-4020(78)80095-7

Reference yield:

(S)-(-)-iodocyclohex-2-en-1-ol (69744-94-1) → (3S,8S,9S,10R,13S,14S,17S)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid (S)-3-methyl-cyclohex-2-enyl ester (69698-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) CuI, Et₂O, (ii) /BRN= 2038472/

2: Py

With pyridine;

DOI:10.1016/0040-4020(78)80095-7

upstream raw materials:

(S)-seudenol

3β-acetoxy-5-etienic acid chloride

3-Iodocyclohex-2-enone

(S)-(-)-iodocyclohex-2-en-1-ol