Nafuredin

Base Information

Chemical Name:Nafuredin
CAS No.:224427-79-6
Molecular Formula:C₂₂H₃₂O₄
Molecular Weight:360.494
Hs Code.:
UNII:4J6NV9S26K
Nikkaji Number:J1.490.018G
Wikidata:Q76415473
Metabolomics Workbench ID:104732
ChEMBL ID:CHEMBL4162866

Synonyms:nafuredin

Suppliers and Price of Nafuredin

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
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price

Total 1 raw suppliers

Chemical Property of Nafuredin

Chemical Property:

XLogP3:4.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:360.23005950
Heavy Atom Count:26
Complexity:616

Purity/Quality:: ≥98% （HPLC） ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCC(C)C=CC=C(C)CC(C)C=CC=CC1C2(C(O2)C(C(=O)O1)O)C
Isomeric SMILES:CC[C@H](C)/C=C/C=C(\C)/C[C@@H](C)/C=C/C=C/[C@@H]1[C@@]2([C@@H](O2)[C@H](C(=O)O1)O)C

Technology Process of Nafuredin

There total 27 articles about Nafuredin 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: 92.0%

: 359766-34-0
Carbonic acid allyl ester (1R,2R,5R,6S)-1-methyl-4-oxo-2-((1E,3E,7E,9E)-(5R,11S)-5,7,11-trimethyl-trideca-1,3,7,9-tetraenyl)-3,7-dioxa-bicyclo[4.1.0]hept-5-yl ester

: 224427-79-6
nafuredin

Guidance literature:: With formic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 0.0833333h;
DOI:10.1021/ol010089t

Reference yield:

: Carbonic acid allyl ester (1R,2R,5R,6S)-4-hydroxy-1-methyl-2-((1E,3E,7E,9E)-(5R,11S)-5,7,11-trimethyl-trideca-1,3,7,9-tetraenyl)-3,7-dioxa-bicyclo[4.1.0]hept-5-yl ester

: 224427-79-6
nafuredin

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.25 h

2: 92 percent / HCOOH; Et₃N / Pd(PPh₃)4 / tetrahydrofuran / 0.08 h

With formic acid; Dess-Martin periodane; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol010089t

Reference yield:

: 79549-73-8
benzyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside

: 224427-79-6
nafuredin

Guidance literature:: Multi-step reaction with 24 steps

1.1: 100 percent / sodium hydride / dimethylformamide / 0.5 h / 20 °C

2.1: 93 percent / sodium cyanoborohydride; HCl; 3 Angstroem molecular sieve / tetrahydrofuran; diethyl ether / 0.17 h

3.1: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

4.1: 66 percent / diethyl ether / 0.5 h / -78 °C

5.1: 100 percent / p-toluenesulfonic acid monohydrate / Pd/C / methanol; H₂O / 12 h / 70 °C

6.1: dibuthyltin oxide / benzene; methanol / 12 h / 70 °C

6.2: 100 percent / Et₃N / dioxane / 0.5 h / 20 °C

7.1: 94 percent / N-ethyl-diisopropylamine / CH₂Cl₂ / 0.5 h

8.1: 100 percent / H₂ / Pd(OH)2 / ethanol / 24 h / 20 °C / 760.05 Torr

9.1: 99 percent / diisopropylethylamine / dimethylformamide / 0.75 h / 20 °C

10.1: 75 percent / 2,6-lutidine / CH₂Cl₂ / 24 h / 20 °C

11.1: 95 percent / Bu₄NF; BF₃*OEt₂ / acetonitrile; tetrahydrofuran / 1 h / 20 °C

12.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

13.1: 90 percent / diisopropylethylamine; LiCl / acetonitrile / 1 h / 0 °C

14.1: 100 percent / NaBH₄ / Pd(PPh₃)4 / ethanol / 0.5 h / 20 °C

15.1: ClCO₂Me; Et₃N / tetrahydrofuran / 1 h / 0 °C

15.2: 71 percent / LiAlH(t-BuO)3; 4 Angstroem molecular sieve / tetrahydrofuran / 1 h / 20 °C

16.1: 100 percent / Bu₃P; DEAD / tetrahydrofuran / 0.5 h / 0 °C

17.1: 96 percent / H₂O₂; Mo₇O₂₄(NH₄)6*4H₂O / ethanol; H₂O / 8 h / 20 °C

18.1: 79 percent / KHMDS / tetrahydrofuran / 2 h / 20 °C

19.1: 99 percent / NaH / tetrahydrofuran / 0.5 h / 0 °C

20.1: 95 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

21.1: 93 percent / 4-dimethylaminopyridine / pyridine / 24 h

22.1: 88 percent / HF*pyridine / tetrahydrofuran / 24 h / 20 °C

23.1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.25 h

24.1: 92 percent / HCOOH; Et₃N / Pd(PPh₃)4 / tetrahydrofuran / 0.08 h

With 2,6-dimethylpyridine; hydrogenchloride; dmap; sodium tetrahydroborate; formic acid; ammonium molybdate tetrahydrate; tributylphosphine; 3 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; triethylamine; N-ethyl-N,N-diisopropylamine; methyl chloroformate; lithium chloride; diethylazodicarboxylate; palladium dihydroxide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; benzene; 13.1: Horner-Wadsworth-Emmons reaction / 16.1: Mitsunobu reaction / 18.1: Julia olefination;
DOI:10.1021/ol010089t