Hexadecanoic acid, 11-(acetyloxy)-, (S)-

Base Information

Chemical Name:Hexadecanoic acid, 11-(acetyloxy)-, (S)-
CAS No.:197853-44-4
Molecular Formula:C18H34O4
Molecular Weight:314.466
Hs Code.:
DSSTox Substance ID:DTXSID60442568
Wikidata:Q82259910

Synonyms:Hexadecanoic acid, 11-(acetyloxy)-, (S)-;197853-44-4;DTXSID60442568

Suppliers and Price of Hexadecanoic acid, 11-(acetyloxy)-, (S)-

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

Total 2 raw suppliers

Chemical Property of Hexadecanoic acid, 11-(acetyloxy)-, (S)-

Chemical Property:

XLogP3:5.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:16
Exact Mass:314.24570956
Heavy Atom Count:22
Complexity:289

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC(CCCCCCCCCC(=O)O)OC(=O)C
Isomeric SMILES:CCCCC[C@@H](CCCCCCCCCC(=O)O)OC(=O)C

Technology Process of Hexadecanoic acid, 11-(acetyloxy)-, (S)-

There total 1 articles about Hexadecanoic acid, 11-(acetyloxy)-, (S)- 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:

: 55362-80-6
9-bromononan-1-ol

: 197853-44-4
11(S)-acetoxy-1-hexadecanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / imidazole; DMAP / CH₂Cl₂ / 3 h / 20 °C

2.1: magnesium; I₂ / tetrahydrofuran / 2 h / Heating

2.2: 66 percent / CuI / tetrahydrofuran / 2.5 h / -78 - 20 °C

3.1: 90.5 percent / pyridine / 20 °C

4.1: 89.4 percent / Jones reagent / acetone / 1.5 h / 0 - 20 °C

With pyridine; 1H-imidazole; dmap; jones reagent; iodine; magnesium; In tetrahydrofuran; dichloromethane; acetone; 1.1: silylation / 2.1: Metallation / 2.2: Addition / 3.1: Acetylation / 4.1: Jones oxidation;
DOI:10.1021/jo9711450

Reference yield:

: 197853-44-4
11(S)-acetoxy-1-hexadecanoic acid

: (S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,2(B)-lactone

Guidance literature:: Multi-step reaction with 7 steps

1: 96.9 percent / BF₃*OEt₂ / 4 h / 40 °C

2: 65.7 percent / 4 Angstroem MS; BF₃*OEt₂ / CH₂Cl₂ / 1 h / -30 - 0 °C

3: NaOMe / methanol / 0.42 h / -15 °C

4: 154 mg / p-TsOH / acetone / 20 °C

5: 76.5 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂; toluene / 0.5 h / -15 °C

6: 91 percent / KOH / methanol; H₂O / 10 h / Heating

7: 11 percent / (PyS)2; Ph₃P / toluene / 182.4 h / 20 °C / Heating

With potassium hydroxide; N-iodo-succinimide; 4 Angstroem MS; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; triphenylphosphine; In methanol; dichloromethane; water; acetone; toluene; 1: methanolysis / 2: glycosylation / 3: Deacetylation / 4: Cyclization / 5: glycosylation / 6: Hydrolysis / 7: Cyclization;
DOI:10.1021/jo9711450

Reference yield:

: 197853-44-4
11(S)-acetoxy-1-hexadecanoic acid

: 180782-81-4
(S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,3-(B)-lactone

Guidance literature:: Multi-step reaction with 7 steps

1: 96.9 percent / BF₃*OEt₂ / 4 h / 40 °C

2: 65.7 percent / 4 Angstroem MS; BF₃*OEt₂ / CH₂Cl₂ / 1 h / -30 - 0 °C

3: NaOMe / methanol / 0.42 h / -15 °C

4: 154 mg / p-TsOH / acetone / 20 °C

5: 76.5 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂; toluene / 0.5 h / -15 °C

6: 91 percent / KOH / methanol; H₂O / 10 h / Heating

7: 69 percent / (PyS)2; Ph₃P / toluene / 182.4 h / 20 °C / Heating

With potassium hydroxide; N-iodo-succinimide; 4 Angstroem MS; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; triphenylphosphine; In methanol; dichloromethane; water; acetone; toluene; 1: methanolysis / 2: glycosylation / 3: Deacetylation / 4: Cyclization / 5: glycosylation / 6: Hydrolysis / 7: Cyclization;
DOI:10.1021/jo9711450