methyl 6-[(1R,2S,3R)-3-hydroxy-2-[(E,5R)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]sulfanylhexanoate

Base Information

Chemical Name:methyl 6-[(1R,2S,3R)-3-hydroxy-2-[(E,5R)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]sulfanylhexanoate
CAS No.:83058-69-9
Molecular Formula:C₂₂H₃₈O₅S
Molecular Weight:414.607
Hs Code.:
Mol file:83058-69-9.mol

Synonyms:methyl 6-((-3-hydroxy-2-(3-hydroxy-5-methyl-1-nonenyl)-5-oxocyclopentyl)thio)hexanoate;TEI 6122;TEI-6122;TFC 612;TFC-612

Suppliers and Price of methyl 6-[(1R,2S,3R)-3-hydroxy-2-[(E,5R)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]sulfanylhexanoate

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
Packaging
price

American Custom Chemicals Corporation
TFC 612 95.00%
5MG
$ 501.75

Total 4 raw suppliers

Chemical Property of methyl 6-[(1R,2S,3R)-3-hydroxy-2-[(E,5R)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]sulfanylhexanoate

Chemical Property:

Vapor Pressure:1.11E-13mmHg at 25°C
Boiling Point:535.1°Cat760mmHg
Flash Point:277.4°C
PSA：109.13000
Density:1.1g/cm³
LogP:3.90500
XLogP3:4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:15
Exact Mass:414.24399548
Heavy Atom Count:28
Complexity:493

Purity/Quality:

99% ^*data from raw suppliers

TFC 612 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCC(C)CC(C=CC1C(CC(=O)C1SCCCCCC(=O)OC)O)O
Isomeric SMILES:CCCC[C@@H](C)CC(/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1SCCCCCC(=O)OC)O)O

Technology Process of methyl 6-[(1R,2S,3R)-3-hydroxy-2-[(E,5R)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]sulfanylhexanoate

There total 14 articles about methyl 6-[(1R,2S,3R)-3-hydroxy-2-[(E,5R)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]sulfanylhexanoate 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: 92.0%

: 83058-57-5
6-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-non-1-enyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid methyl ester

: 83010-01-9,83058-69-9,99295-31-5,122405-22-5
17(R),20-dimethyl-7-thiaprostaglandin E₁ methyl ester

Guidance literature:: With pyridine; hydrogen fluoride; In acetonitrile; for 2h;
DOI:10.1248/cpb.33.2359

Reference yield: 80.0%

: 83009-73-8
6-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(3S,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-non-1-enyl]-5-oxo-cyclopentylsulfanyl}-hexanoic acid methyl ester

: 83010-01-9,83058-69-9,99295-31-5,122405-22-5
6-[(2S,3R)-3-Hydroxy-2-((E)-(3S,5S)-3-hydroxy-5-methyl-non-1-enyl)-5-oxo-cyclopentylsulfanyl]-hexanoic acid methyl ester

Guidance literature:: With hydrogen fluoride; In acetonitrile;
DOI:10.1248/cpb.33.2359

Reference yield:

: 20756-86-9
1-mercapto-5-carbomethoxy-pentane

: 83010-01-9,83058-69-9,99295-31-5,122405-22-5
17(R),20-dimethyl-7-thiaprostaglandin E₁ methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / triethylamine / methanol / 3 h / Ambient temperature

2: 1.) 2.0 M tert-BuLi, phenylthiocopper, (Me₂N)3P / 1.) pentane, ether; 2.) pentane, THF, ether

3: 92 percent / HF, pyridine / acetonitrile / 2 h

With pyridine; hydrogen fluoride; tert.-butyl lithium; copper(I) thiophenolate; triethylamine; Hexamethylphosphorous triamide; In methanol; acetonitrile;
DOI:10.1248/cpb.33.2359