[2-[(5S,8S,9S,10S,11R,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-11-(4-methylphenyl)sulfonyloxy-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

Base Information

• Chemical Name: [2-[(5S,8S,9S,10S,11R,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-11-(4-methylphenyl)sulfonyloxy-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
• CAS No.: 7645-58-1
• Molecular Formula: C31H42O8S
• Molecular Weight: 574.736
• European Community (EC) Number: 231-585-2
• DSSTox Substance ID: DTXSID20997842
• Nikkaji Number: J307.901E
• Wikidata: Q82990149
• Mol file: 7645-58-1.mol

Synonyms:7645-58-1;EINECS 231-585-2;[2-[(5S,8S,9S,10S,11R,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-11-(4-methylphenyl)sulfonyloxy-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate;11-alpha,17-alpha,21-Trihydroxy-16-alpha-methyl-5-alpha-pregnane-3,20-dione 21-acetate-11-(toluene-4-sulphonate);C31H42O8S;DTXSID20997842;C31-H42-O8-S;11-alpha,17-alpha,21-Trihydroxy-16-alpha-methyl-5-alpha-pregnane-3,20-dione 21-acetate-11-(toluene-4-sulfonate);17-Hydroxy-16-methyl-11-[(4-methylbenzene-1-sulfonyl)oxy]-3,20-dioxopregnan-21-yl acetate;16alpha-Methyl-3,20-dioxo-5alpha-pregnane-11alpha,17,21-triol 21-acetate 11-(4-methylbenzenesulfonate)

Chemical Property of [2-[(5S,8S,9S,10S,11R,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-11-(4-methylphenyl)sulfonyloxy-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

Chemical Property:

• Melting Point: 144-146 °C (decomp)(Solv: dichloromethane (75-09-2); ethyl ether (60-29-7))
• Boiling Point: 692.9 °C at 760 mmHg
• PKA: 12.27±0.70(Predicted)
• Flash Point: 372.8 °C
• PSA: 132.42000
• Density: 1.29 g/cm³
• LogP: 5.48070
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 574.26003947
• Heavy Atom Count: 40
• Complexity: 1140

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C3CCC4CC(=O)CCC4(C3C(CC2(C1(C(=O)COC(=O)C)O)C)OS(=O)(=O)C5=CC=C(C=C5)C)C
• Isomeric SMILES: C[C@@H]1C[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@@]4([C@H]3[C@@H](C[C@@]2([C@]1(C(=O)COC(=O)C)O)C)OS(=O)(=O)C5=CC=C(C=C5)C)C

Technology Process of [2-[(5S,8S,9S,10S,11R,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-11-(4-methylphenyl)sulfonyloxy-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate

There total 5 articles about [2-[(5S,8S,9S,10S,11R,13S,14S,16R,17R)-17-hydroxy-10,13,16-trimethyl-11-(4-methylphenyl)sulfonyloxy-3-oxo-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate 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:

→ 11α-Tosyloxy-17α-hydroxy-16α-methyl-21-acetoxy-allopregnan-3,20-dion (7645-58-1)

Guidance literature:

Dion III, Tosyl-Cl;

Reference yield:

3β,11α,17-trihydroxy-16α-methyl-5α-pregnan-20-one (1635-20-7) → 21-acetoxy-17-hydroxy-16α-methyl-11α-(toluene-4-sulfonyloxy)-5α-pregnane-3,20-dione (7645-58-1)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl; ethanol; CHCl₃; bromine

2: DMF

3: N-bromo-acetamide

With hydrogenchloride; ethanol; chloroform; bromine; N,N-dimethyl-formamide; N-bromoacetamide;

DOI:10.1002/hlca.19590420726

Reference yield:

21-bromo-3β,11α,17-trihydroxy-16α-methyl-5α-pregnan-20-one (112835-66-2) → 21-acetoxy-17-hydroxy-16α-methyl-11α-(toluene-4-sulfonyloxy)-5α-pregnane-3,20-dione (7645-58-1)

Guidance literature:

Multi-step reaction with 3 steps

1: DMF

2: N-bromo-acetamide

With N,N-dimethyl-formamide; N-bromoacetamide;

DOI:10.1002/hlca.19590420726

upstream raw materials:

21-acetoxy-11α,17-dihydroxy-16α-methyl-5α-pregnane-3,20-dione

p-toluenesulfonyl chloride

3β,11α,17-trihydroxy-16α-methyl-5α-pregnan-20-one

21-bromo-3β,11α,17-trihydroxy-16α-methyl-5α-pregnan-20-one