Antafumicin A

Base Information

Chemical Name:Antafumicin A
CAS No.:151271-54-4
Molecular Formula:C₁₃H₁₄O₆
Molecular Weight:266.251
Hs Code.:
DSSTox Substance ID:DTXSID60934216
Nikkaji Number:J604.247C
Wikidata:Q82910070
Mol file:151271-54-4.mol

Synonyms:4-(3-acetyl-2,6-dihydroxyphenyl)-2-methoxy-4-butanolide;antafumicin A;antafumicin B

Suppliers and Price of Antafumicin A

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 Antafumicin A

Chemical Property:

Vapor Pressure:6.4E-12mmHg at 25°C
Boiling Point:531.7°Cat760mmHg
Flash Point:207°C
PSA：0.00000
Density:1.41g/cm³
LogP:0.00000
XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:266.07903816
Heavy Atom Count:19
Complexity:368

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=O)C1=C(C(=C(C=C1)O)C2CC(C(=O)O2)OC)O
Isomeric SMILES:CC(=O)C1=C(C(=C(C=C1)O)[C@@H]2C[C@H](C(=O)O2)OC)O

Technology Process of Antafumicin A

There total 27 articles about Antafumicin A 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:

: (2S,4S/2S,4R)-4-<3-acetyl-2,6-bis(methoxymethoxy)phenyl>-2-methoxy-4-butanolide

: 159474-32-5,151271-54-4
(2S)-antyfumicin A

: 159474-33-6,151271-54-4
(2S)-antafumicin B

Guidance literature:: With sulfuric acid; In acetic acid; at 0 ℃; for 2h; Yield given. Yields of byproduct given;
DOI:10.1271/bbb.58.1627

Reference yield:

: (2S,4S/2S,4R)-4-<3-acetyl-2,6-bis(methoxymethoxy)phenyl>-2-methoxy-4-butanolide

: 159474-32-5,151271-54-4
(2S)-antyfumicin A

: 159474-33-6,151271-54-4
(2S)-antafumicin B

Guidance literature:: With sulfuric acid; In acetic acid; at 0 ℃; for 2h; Yield given. Yields of byproduct given;
DOI:10.1271/bbb.58.1627

Reference yield:

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 159474-32-5,151271-54-4
(2S)-antyfumicin A

Guidance literature:: Multi-step reaction with 10 steps

1: 43 percent / Br₂ / ethanol / 2 h / -78 °C

2: 1.) NaH / 1.) DMF, room temperature, 30 min, 2.) room temperature, 10 h

3: 9.29 g / NaBH₄ / tetrahydrofuran; methanol / 2 h / 0 °C

4: imidazole / tetrahydrofuran / 10 h / Ambient temperature

5: 1.) N,N,N',N'-tetramethylethylenediamine, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -20 deg C, 2 h

6: 32 percent / aq. NaOH / methanol / 0.5 h / 0 °C

7: 78 percent / DCC / ethyl acetate / 8 h / Ambient temperature

8: 77 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 10 h / 0 °C

9: 69 percent / PCC / CHCl₃ / 8 h / 0 °C

10: H₂SO₄ / acetic acid / 2 h / 0 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; tetrabutyl ammonium fluoride; bromine; sodium hydride; dicyclohexyl-carbodiimide; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; chloroform; acetic acid; ethyl acetate;
DOI:10.1271/bbb.58.1627