ent-Trachyspic acid

Base Information

Chemical Name:ent-Trachyspic acid
CAS No.:858519-97-8
Molecular Formula:C₂₀H₂₈O₉
Molecular Weight:412.437
Hs Code.:
UNII:WB5C3TJX44
Nikkaji Number:J1.893.355A

Synonyms:ent-Trachyspic acid;(-)-Trachyspic acid;Trachyspic acid, (-)-;WB5C3TJX44;(-)-(3R,4R,6R)-Trachyspic acid;UNII-WB5C3TJX44;858519-97-8;(2R,3R,5R)-2-(Carboxymethyl)-8-nonyl-9-oxo-1,6-dioxaspiro(4.4)non-7-ene-2,3-dicarboxylic acid;1,6-Dioxaspiro(4.4)non-7-ene-2,3-dicarboxylic acid, 2-(carboxymethyl)-8-nonyl-9-oxo-, (2R,3R,5R)-;(2R,3R,5R)-2-(Carboxymethyl)-8-nonyl-9-oxo-1,6-dioxaspiro[4.4]non-7-ene-2,3-dicarboxylic acid;1,6-Dioxaspiro[4.4]non-7-ene-2,3-dicarboxylic acid, 2-(carboxymethyl)-8-nonyl-9-oxo-, (2R,3R,5R)-

Suppliers and Price of ent-Trachyspic 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 ent-Trachyspic acid

Chemical Property:

XLogP3:3.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:12
Exact Mass:412.17333247
Heavy Atom Count:29
Complexity:698

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCCCCCCC1=COC2(C1=O)CC(C(O2)(CC(=O)O)C(=O)O)C(=O)O
Isomeric SMILES:CCCCCCCCCC1=CO[C@]2(C1=O)C[C@H]([C@](O2)(CC(=O)O)C(=O)O)C(=O)O

Technology Process of ent-Trachyspic acid

There total 24 articles about ent-Trachyspic 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: 99.0%

: 857732-47-9
(-)-trachyspic acid tri-tert-butyl ester

: 858519-97-8
(-)-(3R,4R,6R)-trachyspic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane;
DOI:10.1039/b504258e

Reference yield:

: 857732-42-4
2-allyl-5-oxo-2,5-dihydro-furan-2-carboxylic acid tert-butyl ester

: 858519-97-8
(-)-(3R,4R,6R)-trachyspic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: CuI; DMS / -45 °C

2.1: O₃; DMS

2.2: NaClO₂; NaH₂PO₄

3.1: t-BuLi / diethyl ether; hexane / -78 °C

3.2: 40 percent / diethyl ether; hexane

4.1: aq. HClO₄ / tetrahydrofuran

5.1: DMAP; pyridine

6.1: O₃; NaHCO₃; DMS

7.1: 99 percent / TFA / CH₂Cl₂

With pyridine; dmap; copper(l) iodide; perchloric acid; 2,3-dimercapto-succinic acid; tert.-butyl lithium; sodium hydrogencarbonate; ozone; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1039/b504258e

Reference yield:

: 2-(1-Bromo-vinyl)-undecanal

: 858519-97-8
(-)-(3R,4R,6R)-trachyspic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: p-TsOH / benzene / Heating

2.1: t-BuLi / diethyl ether; hexane / -78 °C

2.2: 40 percent / diethyl ether; hexane

3.1: aq. HClO₄ / tetrahydrofuran

4.1: DMAP; pyridine

5.1: O₃; NaHCO₃; DMS

6.1: 99 percent / TFA / CH₂Cl₂

With pyridine; dmap; perchloric acid; 2,3-dimercapto-succinic acid; tert.-butyl lithium; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene;
DOI:10.1039/b504258e