CAS No.22567-17-5,(+)-GAMMA-GURJUNENE Suppliers

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Basic Information

CAS No.:

22567-17-5

Name:

(+)-GAMMA-GURJUNENE

Molecular Structure:

Formula:

C15H24

Molecular Weight:

204.356

Synonyms:

1b,4bH,10bH-Guaia-5,11-diene (8CI); Azulene, 1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-,[1R-(1a,3ab,4a,7b)]-; (+)-g-Gurjunene;1,2,3,3a,4,5,6,7-Octahydro-1,4-dimethyl-7-(1-methylethenyl)-[1R-(1a,3ab,4a,7b)]-azulene; 5,11-Guaiadiene; g-Gurjunene

Density:

0.89g/cm³

Boiling Point:

276.5°Cat760mmHg

Flash Point:

108.9°C

Safety:

Safety Statements	23-24/25
WGK Germany	3
F	8-10-23

PSA:

0.00000

LogP:

4.58110

Synthetic route

: 29484-27-3, 95910-36-4, 110769-61-4
(1aR,4R,7R,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,5,6,7,7b-octahydro-1H-cyclopropa[e]azulene

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

Conditions

Conditions	Yield
at 450℃;	80%

: 489-39-4, 552-01-2, 14682-34-9, 14682-39-4, 14682-40-7, 14682-42-9, 25246-27-9, 55721-09-0, 72747-25-2, 74036-37-6, 97950-10-2, 109119-91-7, 125133-80-4, 146389-60-8
(+)-aromadendrene

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K/Al2O3 / 100 °C 2: 80 percent / 450 °C View Scheme
Multi-step reaction with 2 steps 1: 100 percent / 10percent K/Al2O3 / hexane / Ambient temperature 2: 80 percent / 450 °C View Scheme

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

: 111900-51-7
(6R,10R)-3-Isopropyl-6,10-dimethyltricyclo[5.3.0]deca-2,7(1)-diene

Conditions

Conditions	Yield
With fluorosulfonylchloride In dichloromethane at -115℃; Isomerization;	33%

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

A: (3R,6R,7R,10R)-1β,2β-epoxy-6,10-dimethyl-3-isopropenylbicyclo[5.3.0]decane

B: (2)-γ-gurjunenepoxide

C: (3R,6R,7R,10R)-1β,2β-epoxy-6,10-dimethyl-3-(11α,12-epoxy)isopropylbicyclo[5.3.0]decane

D: (3R,6R,7R,10R)-1β,2β-epoxy-6,10-dimethyl-3-(11β,12-epoxy)isopropylbicyclo[5.3.0]decane

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 25℃; for 12h; Product distribution; var. temp. and time;	A 36 mg B 24 mg C 56 mg D 13 mg
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 25℃; for 12h;	A 36 mg B 24 mg C 56 mg D 13 mg
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 25℃; for 4h;	A 36 mg B 24 mg C 56 mg D 13 mg

...Expand

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

A: 2-((3R,5R,8R,8aR)-3,8-Dimethyl-1,2,3,5,6,7,8,8a-octahydro-azulen-5-yl)-propane-1,2-diol

B: 2-((3R,5R,8S,8aS)-8-Hydroxy-3,8-dimethyl-1,2,3,5,6,7,8,8a-octahydro-azulen-5-yl)-propane-1,2-diol

Conditions

Conditions	Yield
With Glomerella cingulata In water for 240h; culture medium;	A 202 mg B 68 mg

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

A: 29484-27-3, 95910-36-4, 110769-61-4
(1aR,4R,7R,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,5,6,7,7b-octahydro-1H-cyclopropa[e]azulene

B: 113561-07-2
(6R,7R)-3-Isopropyl-6,10-dimethyltricyclo[5.3.0]deca-2,7(1)-diene

C: (8R,8aR)-5-Isopropyl-3,8-dimethyl-1,2,6,7,8,8a-hexahydro-azulene

D: (1S,4R)-7-Isopropyl-1,4-dimethyl-1,2,3,4,5,6-hexahydro-azulene

Conditions

Conditions	Yield
With Sulfate; titanium(IV) oxide In dichloromethane at 20℃; for 0.216667h; Rearrangement;	A n/a B 0.0514 g C 0.0048 g D n/a

...Expand

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

: (1R,3aR,7R,8aR)-7-Isopropyl-1,4-dimethyl-decahydro-azulene

Conditions

Conditions	Yield
With hydrogen; nickel on carbon In ethanol; benzene at 25℃;

: 22567-17-5
[1R-(1α,3aβ,4α,7β)]-1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-azulene

: (1S,4S,7R,10R)-5,11(13)-guaiadiene-12-ol

Conditions

Conditions	Yield
With chicory; enzymes from roots of Cichorium intybus L; NADPH In ethanol for 1h; pH=7.5; Product distribution; Further Variations:; Reagents; Solvents;