Sydowic acid, (+)-

Base Information

Chemical Name:Sydowic acid, (+)-
CAS No.:120442-16-2
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:
UNII:8UAK634V59
ChEMBL ID:CHEMBL4519267
Nikkaji Number:J1.309.559K
Wikidata:Q105212941

Synonyms:Sydowic acid, (+)-;Sydowic acid, (R)-;8UAK634V59;(R)-(+)-sydowic acid;UNII-8UAK634V59;120442-16-2;3-Hydroxy-4-((2R)-tetrahydro-2,6,6-trimethyl-2H-pyran-2-yl)benzoic acid;Benzoic acid, 3-hydroxy-4-((2R)-tetrahydro-2,6,6-trimethyl-2H-pyran-2-yl)-;Benzoic acid, 3-hydroxy-4-(tetrahydro-2,6,6-trimethyl-2H-pyran-2-yl)-, (R)-;R)-(+)-sydowic acid;CHEMBL4519267

Suppliers and Price of Sydowic acid, (+)-

Supply Marketing:

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

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Chemical Property of Sydowic acid, (+)-

Chemical Property:

XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:264.13615911
Heavy Atom Count:19
Complexity:352

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(CCCC(O1)(C)C2=C(C=C(C=C2)C(=O)O)O)C
Isomeric SMILES:C[C@@]1(CCCC(O1)(C)C)C2=C(C=C(C=C2)C(=O)O)O

Technology Process of Sydowic acid, (+)-

There total 17 articles about Sydowic 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: 96.0%

: 288299-07-0
3-Hydroxy-4-((R)-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-benzoic acid ethyl ester

: 120442-16-2
(R)-(+)-Sydowic acid

Guidance literature:: With potassium hydroxide; In methanol; for 1h; Heating;

Reference yield:

: 120342-11-2
(R)-(2-t-butyldimethylsilyloxy-4-methyl)phenyl (p-tolylsulfinyl)methyl ketone

: 120442-16-2
(R)-(+)-Sydowic acid

Guidance literature:: Multi-step reaction with 8 steps

1: toluene / 13.5 h

2: Zn, trimethylsilyl chloride

3: 1.) trimethyloxonium fluoroborate; 2.) aq. NaOH

4: CuI

5: 50percent H₂SO₄

6: pyridine

7: KMnO₄

8: KOH

With pyridine; potassium hydroxide; sodium hydroxide; potassium permanganate; chloro-trimethyl-silane; sulfuric acid; trimethoxonium tetrafluoroborate; zinc; copper(l) iodide; In toluene;
DOI:10.1246/cl.1988.1541

Reference yield:

: 13837-60-0
2-ethynyl-2,6,6-trimethyl-3,4,5,6-tetrahydro-(2H)-pyran

: 120442-16-2
(R)-(+)-Sydowic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: KMnO₄; H₂O / acetone / 4 h / 0 - 20 °C

1.2: (R)-(+)-1-phenylethylamine

2.1: diethyl ether

3.1: LiAlH₄ / diethyl ether

4.1: (COCl)2; DMSO; Et₃N / 2 h / -78 - 20 °C

5.1: CHCl₃ / 8 h / Heating

6.1: DIBALH / 1 h / 0 °C

7.1: MnO₂ / CHCl₃ / 10 h / Heating

8.1: 86 percent / CHCl₃ / 10 h / Heating

9.1: (CF₃CO)2O; Et₃N / tetrahydrofuran / 2 h / 20 °C

9.2: 73 percent / NaBH₄ / ethanol / 0.5 h

10.1: 96 percent / aq. KOH / methanol / 1 h / Heating

With manganese(IV) oxide; potassium hydroxide; potassium permanganate; lithium aluminium tetrahydride; oxalyl dichloride; water; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; diethyl ether; chloroform; acetone; 1.1: Oxidation / 1.2: resolution of racemate / 2.1: Esterification / 3.1: Reduction / 4.1: Swern oxidation / 5.1: Wittig olefination / 6.1: Reduction / 7.1: Oxidation / 8.1: Wittig olefination / 9.1: Aromatisation / 9.2: Reduction / 10.1: Hydrolysis;