Luffolide

Base Information

Chemical Name:Luffolide
CAS No.:121449-94-3
Molecular Formula:C₂₇H₄₀O₆
Molecular Weight:460.611
Hs Code.:
DSSTox Substance ID:DTXSID10923817
Wikidata:Q82897898

Synonyms:luffolide

Suppliers and Price of Luffolide

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 1 raw suppliers

Chemical Property of Luffolide

Chemical Property:

Vapor Pressure:1.59E-16mmHg at 25°C
Boiling Point:592.8°Cat760mmHg
Flash Point:191.4°C
PSA：89.90000
Density:1.158g/cm³
LogP:4.58380
XLogP3:5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:460.28248899
Heavy Atom Count:33
Complexity:846

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OC(CC1C(CCC2C1(CCC3C2(CCCC3(C)C)C)C)C=O)C4=CC(=O)OC4O
Isomeric SMILES:CC(=O)O[C@H](C[C@@H]1[C@H](CC[C@H]2[C@]1(CC[C@@H]3[C@@]2(CCCC3(C)C)C)C)C=O)C4=CC(=O)O[C@H]4O

Technology Process of Luffolide

There total 12 articles about Luffolide 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: 50.0%

: 870692-72-1
Acetic acid (R)-2-((1R,4aS,4bS,8aS,10aS)-2-formyl-4b,8,8,10a-tetramethyl-tetradecahydro-phenanthren-1-yl)-1-(2-hydroxy-5-oxo-2,5-dihydro-furan-3-yl)-ethyl ester

: 121449-94-3
luffolide

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 20 ℃; for 12h;
DOI:10.1021/jo0515529

Reference yield:

: 59909-44-3
(10S,14R)-(-)-isoagath-12-en-15-ol

: 121449-94-3
luffolide

Guidance literature:: Multi-step reaction with 11 steps

1.1: 98 percent / N-methylmorpholine N-oxide / TPAP / CH₂Cl₂ / 1 h / 20 °C

2.1: 98 percent / p-TsOH / benzene / 2 h / Heating

3.1: 50 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h / -78 °C

4.1: NaHMDS / tetrahydrofuran / 0.33 h / -78 °C

4.2: 80 percent / tetrahydrofuran / -78 - 20 °C

5.1: 97 percent / p-TsOH; water / acetone / 15 h / 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 41 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

7.1: 99 percent / pyridine / 12 h / 20 °C

8.1: 77 percent / Rose Bengal; DIPEA; oxygen / CH₂Cl₂ / 3 h / -78 °C / Irradiation

9.1: 84 percent / m-CPBA / CH₂Cl₂ / 1 h / 20 °C

10.1: 50 percent / BF₃*Et₂O / benzene / 0.08 h / 10 °C

11.1: 50 percent / p-TsOH / benzene / 12 h / 20 °C

With pyridine; n-butyllithium; boron trifluoride diethyl etherate; water; oxygen; sodium hexamethyldisilazane; rose bengal; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; tetrapropylammonium perruthennate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetone; benzene;
DOI:10.1021/jo0515529

Reference yield:

: 59909-34-1
methyl (14R)-isogath-12-en-15-oate

: 121449-94-3
luffolide

Guidance literature:: Multi-step reaction with 12 steps

1.1: 60 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / -78 °C

2.1: 98 percent / N-methylmorpholine N-oxide / TPAP / CH₂Cl₂ / 1 h / 20 °C

3.1: 98 percent / p-TsOH / benzene / 2 h / Heating

4.1: 50 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h / -78 °C

5.1: NaHMDS / tetrahydrofuran / 0.33 h / -78 °C

5.2: 80 percent / tetrahydrofuran / -78 - 20 °C

6.1: 97 percent / p-TsOH; water / acetone / 15 h / 20 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 41 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

8.1: 99 percent / pyridine / 12 h / 20 °C

9.1: 77 percent / Rose Bengal; DIPEA; oxygen / CH₂Cl₂ / 3 h / -78 °C / Irradiation

10.1: 84 percent / m-CPBA / CH₂Cl₂ / 1 h / 20 °C

11.1: 50 percent / BF₃*Et₂O / benzene / 0.08 h / 10 °C

12.1: 50 percent / p-TsOH / benzene / 12 h / 20 °C

With pyridine; n-butyllithium; boron trifluoride diethyl etherate; water; oxygen; sodium hexamethyldisilazane; rose bengal; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; tetrapropylammonium perruthennate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetone; toluene; benzene;
DOI:10.1021/jo0515529