(9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid

Base Information

Chemical Name:(9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid
CAS No.:136768-22-4
Molecular Formula:C16H26O3
Molecular Weight:266.3758
Hs Code.:
DSSTox Substance ID:DTXSID90420834
Wikidata:Q76310854
Metabolomics Workbench ID:2331
Mol file:136768-22-4.mol

Synonyms:OPC 6;136768-22-4;(9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid;OPC-6:0;6-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]hexanoic acid;(1R,2R)-3-oxo-2-(2'Z-pentenyl)cyclopentanehexanoic acid;OPC-6;DTXSID90420834;CHEBI:139085;CMC_7394;LMFA02010008;(+/-)-OPC 6;cyclopentanehexanoic acid, 3-oxo-2-[(2Z)-2-pentenyl]-, (1R,2R)-;6-{(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}hexanoic acid;Cyclopentanehexanoic acid, 3-oxo-2-(2-pentenyl)-, [1alpha,2alpha(Z)]-;Cyclopentanehexanoic acid, 3-oxo-2-(2-pentenyl)-, [1alpha,2alpha(Z)]-(?)-;Cyclopentanehexanoic acid, 3-oxo-2-(2Z)-2-pentenyl-, (1R,2R)-rel- (9CI)

Suppliers and Price of (9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of (9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid

Chemical Property:

Vapor Pressure:6.8E-08mmHg at 25°C
Boiling Point:410.6°Cat760mmHg
Flash Point:216.3°C
Density:1.008g/cm³
XLogP3:3.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:9
Exact Mass:266.18819469
Heavy Atom Count:19
Complexity:320

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC=CCC1C(CCC1=O)CCCCCC(=O)O
Isomeric SMILES:CC/C=C\C[C@@H]1[C@@H](CCC1=O)CCCCCC(=O)O

Technology Process of (9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid

There total 4 articles about (9R,13R)-1a,1b-dinor-10,11-dihydro-12-oxo-15-phytoenoic acid 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%

: OPC-6:0 ethyl ester

: 136768-22-4
OPC-6:0

Guidance literature:: With potassium hydroxide; In ethanol; for 3h;
DOI:10.1271/bbb.61.1724

Reference yield:

: 25542-62-5
6-bromo-hexanoic acid ethyl ester

: 136768-22-4
OPC-6:0

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / sodium iodide / acetone / Heating

2.1: zinc; 1,2-dibromoethane; chlorotrimethylsilane / tetrahydrofuran / 30 - 68 °C

2.2: CuCN; LiCl / tetrahydrofuran / -14 °C

2.3: tetrahydrofuran; diethyl ether / 37 h / -78 - 20 °C

3.1: 2.9 g / aq. HCl / ethanol / 0.25 h / 20 °C

4.1: 87 percent / aq. KOH / ethanol / 3 h

With hydrogenchloride; potassium hydroxide; chloro-trimethyl-silane; ethylene dibromide; sodium iodide; zinc; In tetrahydrofuran; ethanol; acetone; 1.1: Substitution / 2.1: Metallation / 2.2: transmetallation / 2.3: Addition / 3.1: Hydrolysis / 4.1: Hydrolysis;
DOI:10.1271/bbb.61.1724

Reference yield:

: 13159-24-5
ethyl 6-iodohexanoate

: 136768-22-4
OPC-6:0

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc; 1,2-dibromoethane; chlorotrimethylsilane / tetrahydrofuran / 30 - 68 °C

1.2: CuCN; LiCl / tetrahydrofuran / -14 °C

1.3: tetrahydrofuran; diethyl ether / 37 h / -78 - 20 °C

2.1: 2.9 g / aq. HCl / ethanol / 0.25 h / 20 °C

3.1: 87 percent / aq. KOH / ethanol / 3 h

With hydrogenchloride; potassium hydroxide; chloro-trimethyl-silane; ethylene dibromide; zinc; In tetrahydrofuran; ethanol; 1.1: Metallation / 1.2: transmetallation / 1.3: Addition / 2.1: Hydrolysis / 3.1: Hydrolysis;
DOI:10.1271/bbb.61.1724