7-BroMo-3-O-acetyl-pregnenolone

Base Information

• Chemical Name: 7-BroMo-3-O-acetyl-pregnenolone
• CAS No.: 114417-65-1
• Molecular Formula: C₂₃H₃₃BrO₃
• Molecular Weight: 437.417
• Mol file: 114417-65-1.mol

Synonyms:7-BroMo-3-O-acetyl-pregnenolone;(3β)-3-(Acetyloxy)-7-broMo-pregn-5-en-20-one;7-BroMo-3β-hydroxy-pregn-5-en-20-one Acetate

Chemical Property of 7-BroMo-3-O-acetyl-pregnenolone

Chemical Property:

• Boiling Point: 485.3±45.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 5.45950
• Storage Temp.: -20°C Freezer
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

98% ^*data from raw suppliers

7-Bromo-3-O-acetylPregnenolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: As DHEA (Dehydroepiandrosterone) derivative, 7-Bromo-3-O-acetyl Pregnenolone can be useful due to their cosmetic use.

Technology Process of 7-BroMo-3-O-acetyl-pregnenolone

There total 2 articles about 7-BroMo-3-O-acetyl-pregnenolone 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:

3β-hydroxypregn-5-en-20-one-3-acetate (1093959-59-1) → Acetic acid (3S,8S,9S,10R,13S,14S)-17-acetyl-7-bromo-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (105186-40-1,105186-41-2,114417-65-1,114488-08-3)

Guidance literature:

With N-Bromosuccinimide; In hexane; Heating;

DOI:10.1248/cpb.32.1416

Reference yield:

→ 3-Acetoxy-7-brom-pregn-5-en-20-on (105186-40-1,105186-41-2,114417-65-1,114488-08-3)

Guidance literature:

3-Acetoxy-pregn-5-en-20-on / CCl4 / N-Brom-succinimid ;

Reference yield:

Acetic acid (3S,8S,9S,10R,13S,14S)-17-acetyl-7-bromo-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester (105186-40-1,105186-41-2,114417-65-1,114488-08-3) → (20S)-20-isopentylamino-9,10-seco-pregna-5,7,10(19)-trien-3β-ol (85706-88-3)

Guidance literature:

Multi-step reaction with 5 steps

1: γ-collidine / xylene / 1.5 h / Heating

2: CH₂Cl₂ / 1 h

3: 1) p-TsOH; 2) NaBH₄ / 1) reflux, benzene; 2) MeOH, 2h, RT

4: LiAlH₄ / dioxane

5: 21.5 percent / benzene / 1) irradiation, 10 min; 2) reflux, 1.5 h

With 2,4,6-trimethyl-pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In 1,4-dioxane; dichloromethane; xylene; benzene;

DOI:10.1248/cpb.32.1416

upstream raw materials:

3β-hydroxypregn-5-en-20-one-3-acetate

Downstream raw materials:

Acetic acid (3S,9S,10R,13S,14R)-17-acetyl-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

3β-hydroxy-5,7-pregnadien-20-one

3β-acetoxy-5,7-pregnadien-20-one 4 phenyl-1,2,4-triazoline-3,5-dione salt

(20S)-20-isopentylamino-9,10-seco-pregna-5,7,10(19)-trien-3β-ol

Refernces