methyl 4-(3-ethoxycarbonyloxy-10,13-dimethyl-7,12-dioxo-2,3,4,5,6,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Base Information

• Chemical Name: methyl 4-(3-ethoxycarbonyloxy-10,13-dimethyl-7,12-dioxo-2,3,4,5,6,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
• CAS No.: 21059-42-7
• Molecular Formula: C28H42 O7
• Molecular Weight: 490.637
• European Community (EC) Number: 244-184-2
• DSSTox Substance ID: DTXSID20943369
• Mol file: 21059-42-7.mol

Synonyms:21059-42-7;methyl 3-[(ethoxycarbonyl)oxy]-7,12-dioxocholan-24-oate;methyl 4-(3-ethoxycarbonyloxy-10,13-dimethyl-7,12-dioxo-2,3,4,5,6,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate;DTXSID20943369;EINECS 244-184-2;Methyl 3alpha-((ethoxycarbonyl)oxy)-7,12-dioxo-5beta-cholan-24-oate

Chemical Property of methyl 4-(3-ethoxycarbonyloxy-10,13-dimethyl-7,12-dioxo-2,3,4,5,6,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Chemical Property:

• Boiling Point: 594.5°Cat760mmHg
• Flash Point: 250.4°C
• PSA: 95.97000
• Density: 1.16g/cm³
• LogP: 5.13430
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 490.29305367
• Heavy Atom Count: 35
• Complexity: 867

Purity/Quality:

98%,99%, ^*data from raw suppliers

METHYL 3ALPHA-ETHOXYCARBONYLOXY-7,12-DIKETOCHOLANATE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)OC1CCC2(C(C1)CC(=O)C3C2CC(=O)C4(C3CCC4C(C)CCC(=O)OC)C)C

Technology Process of methyl 4-(3-ethoxycarbonyloxy-10,13-dimethyl-7,12-dioxo-2,3,4,5,6,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

There total 4 articles about methyl 4-(3-ethoxycarbonyloxy-10,13-dimethyl-7,12-dioxo-2,3,4,5,6,8,9,11,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate 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: 80.6%

3α-ethoxycarbonyloxy-7α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester (21059-36-9) → 3α-ethoxycarbonyloxy-7,12-dioxo-5β-cholan-24-oic acid methyl ester (21059-42-7)

Guidance literature:

With jones' reagent; In acetone; for 0.166667h; Ambient temperature;

DOI:10.1002/(SICI)1099-0690(199804)1998:4<719::AID-EJOC719>3.0.CO;2-F

Reference yield:

methyl cholate (1448-36-8) → 3α-ethoxycarbonyloxy-7,12-dioxo-5β-cholan-24-oic acid methyl ester (21059-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80.4 percent / pyridine / 1 h / 0 °C

2: 80.6 percent / Jones' reagent / acetone / 0.17 h / Ambient temperature

With pyridine; jones' reagent; In acetone;

DOI:10.1002/(SICI)1099-0690(199804)1998:4<719::AID-EJOC719>3.0.CO;2-F

Reference yield:

cholic acid (81-25-4) → 3α-ethoxycarbonyloxy-7,12-dioxo-5β-cholan-24-oic acid methyl ester (21059-42-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / acetyl chloride / 2 h / Ambient temperature

2: 80.4 percent / pyridine / 1 h / 0 °C

3: 80.6 percent / Jones' reagent / acetone / 0.17 h / Ambient temperature

With pyridine; jones' reagent; acetyl chloride; In acetone;

DOI:10.1002/(SICI)1099-0690(199804)1998:4<719::AID-EJOC719>3.0.CO;2-F

upstream raw materials:

3α-ethoxycarbonyloxy-7α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester

methyl 3α-ethoxycarbonyloxy-12α-hydroxy-7-oxo-5β-cholanate

cholic acid

methyl cholate

Downstream raw materials:

Lithocholic acid

Hyodeoxycholic Acid