(20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone

Base Information

Chemical Name:(20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone
CAS No.:514-33-0
Molecular Formula:C22H34O3
Molecular Weight:346.51
Hs Code.:
Mol file:514-33-0.mol

Synonyms:Tigogenin lactone;

Suppliers and Price of (20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 5 raw suppliers

Chemical Property of (20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone

Chemical Property:

Vapor Pressure:1.15E-11mmHg at 25°C
Boiling Point:490.2°Cat760mmHg
Flash Point:195.4°C
PSA：46.53000
Density:1.107g/cm³
LogP:4.17760

Purity/Quality:: 98%min ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

General Description (20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone, also known as tigogenin lactone, is a steroidal γ-lactone derived from tigogenin. It serves as a key intermediate in the synthesis of various steroidal derivatives, including (16S,20S)-3β-hydroxy-5α-pregnane-20,16-carbolactam and its N-alkyl analogs. (20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone can be synthesized through stereospecific methods, such as ring-closing metathesis or Michael addition strategies, and is notable for its β-oriented cis-γ-lactone structure. Its reactivity allows for further transformations, such as lactone ring-opening and reductive amination, making it valuable in steroidal chemistry.

Technology Process of (20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone

There total 20 articles about (20S)-3β,16β-Dihydroxy-5α-pregnane-20-carboxylic acid γ-lactone 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: 91.0%

: 77-60-1
tigogenin

: 514-33-0
(16S,20S)-3β-hydroxy-23,24-bis-norcholano-22,16-lactone

Guidance literature:: tigogenin; With sulfuric acid; tetrabutylammomium bromide; iodine; acetic acid; trifluoroacetic acid; In dichloromethane; at 50 ℃; for 1h;

With dihydrogen peroxide; In dichloromethane; water; at 0 - 20 ℃;

With water; lithium hydroxide; In tetrahydrofuran; dichloromethane; for 1h; Reflux;
DOI:10.3390/molecules25102377

Reference yield: 86.0%

: 126-18-1
smilagenin

: 514-33-0,5665-64-5,32845-62-8
3β-hydroxy-23,24-dinor-5β-cholano-22,16-lactone

Guidance literature:: smilagenin; With sulfuric acid; iodine; acetic acid; at 20 ℃; for 0.166667h;

With peracetic acid; acetic acid; for 14h;

With sodium hydroxide; at 20 ℃; pH=13;
DOI:10.1021/acs.joc.9b00103