Antheridiogen-An

Base Information

Chemical Name:Antheridiogen-An
CAS No.:34327-25-8
Molecular Formula:C20H24O6
Molecular Weight:360.401
Hs Code.:
DSSTox Substance ID:DTXSID80551904
Metabolomics Workbench ID:70951
Nikkaji Number:J20.229K
Wikidata:Q27105806
Mol file:34327-25-8.mol

Synonyms:Antheridiogen-An;Antheridic acid;34327-25-8;C09062;(1S,2R,3S,5R,8S,9R,10S,11S)-3,11-dihydroxy-10-methyl-4-methylidene-15-oxo-14-oxapentacyclo[8.3.2.22,5.01,9.02,7]heptadec-6-ene-8-carboxylic acid;CHEBI:2750;DTXSID80551904;Q27105806;(1S,2S,4aS,4bR,5S,7R,9aR)-2,5-Dihydroxy-1-methyl-6-methylidene-13-oxo-1,3,4,5,6,7,9,9a-octahydro-2H-4a,1-(epoxymethano)-4b,7-ethanofluorene-9-carboxylic acid

Suppliers and Price of Antheridiogen-An

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 0 raw suppliers

Chemical Property of Antheridiogen-An

Chemical Property:

Vapor Pressure:3.41E-16mmHg at 25°C
Boiling Point:586.4°Cat760mmHg
Flash Point:211.7°C
PSA：104.06000
Density:1.4g/cm³
LogP:1.02710
XLogP3:0.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:1
Exact Mass:346.14163842
Heavy Atom Count:25
Complexity:770

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC12C(CCC3(C1C(C4=CC5CCC43C(C5=C)O)C(=O)O)OC2=O)O
Isomeric SMILES:C[C@@]12[C@H](CC[C@@]3([C@@H]1[C@@H](C4=C[C@H]5CC[C@]43[C@H](C5=C)O)C(=O)O)OC2=O)O

Technology Process of Antheridiogen-An

There total 36 articles about Antheridiogen-An 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:

: 75884-81-0
ent-3β,10β-dihydroxy-20-norgibberella-1,16-diene-7,19-dioic acid 19,10β-lactone 7-methyl ester

: 34327-25-8,98243-97-1,121785-38-4
antheridic acid

Guidance literature:: Multi-step reaction with 15 steps

1: 92 percent / diisopropyl ethylamine, (dimethylamino) pyridine / CH₂Cl₂ / 15 h / Ambient temperature

2: 20 percent / hydrazine monohydrate / dimethylformamide / 2 h / 120 °C

3: 1M aq.K₂CO₃; KI₃ / tetrahydrofuran; H₂O / Ambient temperature

4: diethyl ether

5: 66 percent / 1.) ozone 2.) Me₂S / CH₂Cl₂; pyridine / 0 h / -78 °C / 1.) CH₂Cl₂, -78 deg C, 5 s

6: 80 percent / KH / tetrahydrofuran / 0.17 h / 0 °C

7: 1.) aq. LiOH 2.) aq.KI, I₂ / 1.) EtOH, THF, room temp., 2 h 2.) 0 deg C, 10 min

8: 1.) trifluoroacetic anhydride, pyridine 2.) KI,zinc dust / 1.) THF, 0 deg C, 1 h 2.) 0 deg C -->room temp. over 2 h

9: 93 percent / DBU / dimethylformamide / 1 h / 70 °C

10: hydrogen / 5percent Rh on alumina / ethyl acetate / 20 h

11: tetrahydrofuran

12: N-isopropylcyclohexylamine, n-BuLi / tetrahydrofuran / 0.5 h / -20 °C

13: 85 percent / selenium dioxide, tert-butyl hydroperoxide (80percent aq. soln.) / CH₂Cl₂ / 20 h / Ambient temperature

14: 79 percent / dimethylboron bromide / CH₂Cl₂ / -90 °C

15: LiOH / 1,2-dimethoxy-ethane; H₂O / 0.5 h / 0 °C

With pyridine; tert.-butylhydroperoxide; dmap; lithium hydroxide; n-butyllithium; selenium(IV) oxide; potassium triiodide; dimethylsulfide; dimethylboron bromide; N-cyclohexylisopropylamine; hydrogen; iodine; potassium hydride; potassium carbonate; ozone; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; potassium iodide; zinc; rhodium on alumina; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja00255a026

Reference yield:

: 110374-04-4
3-epi-gibberellin A₇ MOM ether methyl ester

: 34327-25-8,98243-97-1,121785-38-4
antheridic acid

Guidance literature:: Multi-step reaction with 14 steps

1: 20 percent / hydrazine monohydrate / dimethylformamide / 2 h / 120 °C

2: 1M aq.K₂CO₃; KI₃ / tetrahydrofuran; H₂O / Ambient temperature

3: diethyl ether

4: 66 percent / 1.) ozone 2.) Me₂S / CH₂Cl₂; pyridine / 0 h / -78 °C / 1.) CH₂Cl₂, -78 deg C, 5 s

5: 80 percent / KH / tetrahydrofuran / 0.17 h / 0 °C

6: 1.) aq. LiOH 2.) aq.KI, I₂ / 1.) EtOH, THF, room temp., 2 h 2.) 0 deg C, 10 min

7: 1.) trifluoroacetic anhydride, pyridine 2.) KI,zinc dust / 1.) THF, 0 deg C, 1 h 2.) 0 deg C -->room temp. over 2 h

8: 93 percent / DBU / dimethylformamide / 1 h / 70 °C

9: hydrogen / 5percent Rh on alumina / ethyl acetate / 20 h

10: tetrahydrofuran

11: N-isopropylcyclohexylamine, n-BuLi / tetrahydrofuran / 0.5 h / -20 °C

12: 85 percent / selenium dioxide, tert-butyl hydroperoxide (80percent aq. soln.) / CH₂Cl₂ / 20 h / Ambient temperature

13: 79 percent / dimethylboron bromide / CH₂Cl₂ / -90 °C

14: LiOH / 1,2-dimethoxy-ethane; H₂O / 0.5 h / 0 °C

With pyridine; tert.-butylhydroperoxide; lithium hydroxide; n-butyllithium; selenium(IV) oxide; potassium triiodide; dimethylsulfide; dimethylboron bromide; N-cyclohexylisopropylamine; hydrogen; iodine; potassium hydride; potassium carbonate; ozone; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride; potassium iodide; zinc; rhodium on alumina; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja00255a026