3-[2-[(10R,11S,13S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]sulfanylpropanoic acid

Base Information

• Chemical Name: 3-[2-[(10R,11S,13S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]sulfanylpropanoic acid
• CAS No.: 114967-88-3
• Molecular Formula: C₂₄H₃₄O₆S
• Molecular Weight: 450.596
• DSSTox Substance ID: DTXSID10921570
• Mol file: 114967-88-3.mol

Synonyms:114967-88-3;BRN 3598325;(11-beta)-3-((11,17-Dihydroxy-3,20-dioxopregn-4-en-21-yl)thio)propanoic acid;beta-(11-beta,17-alpha-Dihydroxy-4-pregnene-3,20-dion-21-yl-thio)propionic acid;Propanoic acid, 3-((11,17-dihydroxy-3,20-dioxopregn-4-en-21-yl)thio)-, (11-beta)-;3-[2-[(10R,11S,13S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]sulfanylpropanoic acid;C24H34O6S;C24-H34-O6-S;DTXSID10921570;XDGQFAAXMMOJNT-YBIJMBQPSA-N;LS-121399;3-[(11,17-Dihydroxy-3,20-dioxopregn-4-en-21-yl)sulfanyl]propanoic acid;3-[2-[(10R,11S,13S,17R)-11,17-DIHYDROXY-10,13-DIMETHYL-3-OXO-2,6,7,8,9,11,12,14,15,16-DECAHYDRO-1H-CYCLOPENTA[A]PHENANTHREN-17-YL]-2-OXO-ETHYL]SULFANYLPROPANOIC ACID

Chemical Property of 3-[2-[(10R,11S,13S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]sulfanylpropanoic acid

Chemical Property:

• Vapor Pressure: 2E-20mmHg at 25°C
• Boiling Point: 663.4°Cat760mmHg
• Flash Point: 355°C
• PSA: 137.20000
• Density: 1.32g/cm³
• LogP: 2.99720
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 450.20760997
• Heavy Atom Count: 31
• Complexity: 823

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CSCCC(=O)O)O)C)O
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CCC3C2[C@H](C[C@]4(C3CC[C@@]4(C(=O)CSCCC(=O)O)O)C)O

Technology Process of 3-[2-[(10R,11S,13S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]sulfanylpropanoic acid

There total 5 articles about 3-[2-[(10R,11S,13S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl]sulfanylpropanoic acid 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: 84.3%

11β,7α-dihydroxy-21-<(methylsulfonyl)oxy>pregn-4-ene-3,20-dione (6677-96-9) + 3-mercaptopropionic acid (107-96-0) → β-(11β,17α-Dihydroxy-4-pregnene-3,20-dion-21-yl-21-thio)propionic acid (114967-88-3)

Guidance literature:

With sodium methylate; In methanol; for 0.25h; Ambient temperature;

Reference yield: 79.9%

Cortisol 21-tosylate (63644-48-4) + β-Mercaptopropionic acid disodium salt (42267-40-3,62828-68-6) → β-(11β,17α-Dihydroxy-4-pregnene-3,20-dion-21-yl-21-thio)propionic acid (114967-88-3)

Guidance literature:

With triethylamine; In acetone; for 0.5h;

DOI:10.1007/BF00758273

Reference yield: 79.9%

Cortisol 21-tosylate (63644-48-4) + 3-mercaptopropionic acid (107-96-0) → β-(11β,17α-Dihydroxy-4-pregnene-3,20-dion-21-yl-21-thio)propionic acid (114967-88-3)

Guidance literature:

With triethylamine; In acetone; for 0.5h; Ambient temperature;

upstream raw materials:

21-chloro-11,17-dihydroxy-pregn-4-ene-3,20-dione

Cortisol 21-tosylate

β-Mercaptopropionic acid disodium salt

11β,7α-dihydroxy-21-<(methylsulfonyl)oxy>pregn-4-ene-3,20-dione