(-)-cis-Clavicipitic acid

Base Information

Chemical Name:(-)-cis-Clavicipitic acid
CAS No.:72690-85-8
Molecular Formula:
Molecular Weight:
Hs Code.:
UNII:WCQ136Q3MN,UI0675RNJR
Nikkaji Number:J1.150.634H
Wikidata:Q27121117
Metabolomics Workbench ID:56920

Synonyms:cis-clavicipitic acid;clavicipitic acid

Suppliers and Price of (-)-cis-Clavicipitic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (-)-cis-Clavicipitic acid

Chemical Property:

XLogP3:0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:270.136827821
Heavy Atom Count:20
Complexity:417

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=CC1C2=C3C(=CNC3=CC=C2)CC(N1)C(=O)O)C
Isomeric SMILES:CC(=C[C@H]1C2=C3C(=CNC3=CC=C2)C[C@H](N1)C(=O)O)C

Technology Process of (-)-cis-Clavicipitic acid

There total 70 articles about (-)-cis-Clavicipitic acid 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: 81.0%

: 65600-90-0,88315-34-8,88315-35-9
cis-methyl 1-(2-methylprop-1-enyl)-2,3,4,6-tetrahydro-1H-azepino[5,4,3-cd]indole-3-carboxylate

: 33062-26-9,72690-85-8,84986-03-8,84986-04-9
(+/-)-4,6-cis-clavicipitic acid

Guidance literature:: With potassium hydroxide; In methanol; water; at 20 ℃; for 0.75h;
DOI:10.1021/jo500245s

Reference yield: 75.0%

: C₁₆H₁₈N₂O₂(C₄H₈)(C₄H₈CO₂)2

: 72690-85-8
(1S,3S)-1-(2-methylprop-1-en-1-yl)-2,3,4,6-tetrahydro-1H-azepino[5,4,3-cd]indole-3-carboxylic acid

: 33062-26-9
(-)-trans-clavicipitic acid

Guidance literature:: With zinc dibromide; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/jo071162h

Reference yield:

: 88299-06-3
(E)-2-methyl-4-(1-tosyl-1H-indol-4-yl)but-3-en-2-ol

: 33062-26-9,72690-85-8,84986-03-8,84986-04-9
(+/-)-4,6-trans-clavicipitic acid

Guidance literature:: Multi-step reaction with 14 steps

1: 1.) m-ClC₆H₄CO₃H, 2.) NaN₃ / 1.) CH₂Cl₂, from 0 deg C to rt, 2.) dioxane, water, reflux

2: 93 percent / p-TsOH / Ambient temperature

3: H₂ / PtO₂ / methanol / Ambient temperature

4: Et₃N / 1,2-dichloro-ethane / Heating

5: K₂CO₃ / dimethylformamide / Ambient temperature

6: 20percent KOH / methanol; 1,2-dimethoxy-ethane; H₂O

7: 70 percent / methanol; diethyl ether

8: 70 percent / POCl₃ / diethyl ether / 0 - 20 °C

9: 49 percent / DBU / benzene / Heating

10: 88 percent / ca. 1 percent HCl / methanol; trifluoroacetic acid; H₂O / Ambient temperature

11: 62 percent / 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

12: 88 percent / trimethyl phosphite / 50 h / Heating

13: 46 percent / NaBH₄, Na₂CO₃ / methanol; 1,2-dimethoxy-ethane; H₂O / -70 - -66 °C / Irradiation

14: ca. 4 percent KOH / methanol; H₂O

With hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen; sodium carbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; phosphorous acid trimethyl ester; trichlorophosphate; platinum(IV) oxide; toluene-4-sulfonic acid; In methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; trifluoroacetic acid; benzene;