(3S)-3-Hydroxy-|A-ionone

Base Information

Chemical Name:(3S)-3-Hydroxy-|A-ionone
CAS No.:76739-82-7
Molecular Formula:C₁₃H₂₀O₂
Molecular Weight:208.301
Hs Code.:
DSSTox Substance ID:DTXSID00445715
Nikkaji Number:J866.570B
Wikidata:Q82264232
Mol file:76739-82-7.mol

Synonyms:(3S)-3-Hydroxy-|A-ionone;76739-82-7;(3S)-3-Hydroxy-beta-ionone;(E)-4-[(4S)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]but-3-en-2-one;SCHEMBL10451744;DTXSID00445715;4-[(4S)-4-Hydroxy-2,6,6-trimethyl-1-cyclohexenyl]-3-buten-2-one

Suppliers and Price of (3S)-3-Hydroxy-|A-ionone

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

TRC
(3S)-3-Hydroxy-β-ionone
50mg
$ 1540.00

Total 4 raw suppliers

Chemical Property of (3S)-3-Hydroxy-|A-ionone

Chemical Property:

PSA：37.30000
LogP:2.62900
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:208.146329876
Heavy Atom Count:15
Complexity:321

Purity/Quality:

99% ^*data from raw suppliers

(3S)-3-Hydroxy-β-ionone ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=C(C(CC(C1)O)(C)C)C=CC(=O)C
Isomeric SMILES:CC1=C(C(C[C@H](C1)O)(C)C)/C=C/C(=O)C
Uses A naturally occurring apocaratenoid that is produced from (3S)-β-Cryptoxanthin (C827505) by oxidative cleavage catalyzed by the caratenoid cleavage oxygenase RdCCD1.

Technology Process of (3S)-3-Hydroxy-|A-ionone

There total 8 articles about (3S)-3-Hydroxy-|A-ionone 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: 87.0%

: 118529-05-8
C₁₉H₃₄O₂Si

: 31253-95-9,50281-38-4,76739-82-7,116296-75-4,72491-46-4
(+/-)-3-hydroxy-β-ionone

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 3h;
DOI:10.1055/s-0031-1290353

Reference yield:

: 1373498-21-5
C₁₇H₃₂OSi

: 31253-95-9,50281-38-4,76739-82-7,116296-75-4,72491-46-4
(+/-)-3-hydroxy-β-ionone

Guidance literature:: Multi-step reaction with 4 steps

1.1: Hoveyda-Grubbs catalyst second generation; ethene / toluene / 3 h / 80 °C

2.1: triethylamine / dichloromethane / 10 h / 20 °C

3.1: pyridine; dmap; acetic anhydride / dichloromethane / 5 h / 20 °C

3.2: 11 h / 20 °C

4.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 20 °C

With pyridine; hydrogenchloride; dmap; Hoveyda-Grubbs catalyst second generation; ethene; acetic anhydride; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1055/s-0031-1290353

Reference yield:

: 35849-64-0
3,3-dimethylpent-4-ynal

: 31253-95-9,50281-38-4,76739-82-7,116296-75-4,72491-46-4
(+/-)-3-hydroxy-β-ionone

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 2 h / 0 °C

2.1: 2,6-dimethylpyridine / 20 °C

3.1: Hoveyda-Grubbs catalyst second generation; ethene / toluene / 3 h / 80 °C

4.1: triethylamine / dichloromethane / 10 h / 20 °C

5.1: pyridine; dmap; acetic anhydride / dichloromethane / 5 h / 20 °C

5.2: 11 h / 20 °C

6.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; dmap; Hoveyda-Grubbs catalyst second generation; ethene; acetic anhydride; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1055/s-0031-1290353