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25654-31-3

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Product FOB Price Min.Order Supply Ability Supplier
cannabigerol
Cas No: 25654-31-3
USD $ 1.0-5.0 / Metric Ton 1 Metric Ton 1.5 Metric Ton/Day Hangzhou Keyingchem Co.,Ltd Contact Supplier
High Quality CBG Cannabigerol
Cas No: 25654-31-3
No Data 1 Kilogram 1000 Gram/Week Shanghai BetterBioChem Co., Ltd. Contact Supplier
Cannabigerol
Cas No: 25654-31-3
USD $ 66.0-66.0 / Gram 1 Gram 1 Metric Ton/Day Shanghai Minstar Chemical Co., Ltd Contact Supplier
Cannabigerol(CBG)
Cas No: 25654-31-3
No Data 10 Milligram 1 Kilogram/Month shanghai Tauto Biotech Co., Ltd Contact Supplier
High Quality 99% 1,3-Benzenediol,2-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-5-pentyl- 25654-31-3 ISO Producer
Cas No: 25654-31-3
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Factory Supply cannabigerol CBG
Cas No: 25654-31-3
No Data 1 Gram 400 Metric Ton/Day Ality Chemical Corporation Contact Supplier
Manufacturer supply CAS 25654-31-3 with best quality
Cas No: 25654-31-3
USD $ 139.0-210.0 / Kilogram 1 Kilogram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
25654-31-3 1,3-Benzenediol,2-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-5-pentyl-
Cas No: 25654-31-3
USD $ 40.0-50.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
BLOOM TECH Advanced API/Technology support 1,3-Benzenediol, 2-[(2E)-3,7-diMethyl-2,6-octadien-1-yl]-5-pentyl- CAS 25654-31-3
Cas No: 25654-31-3
No Data 1 Gram 3 Metric Ton/Month Shaanxi BLOOM TECH Co.,Ltd Contact Supplier
1,3-Benzenediol,2-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-5-pentyl- 25654-31-3
Cas No: 25654-31-3
No Data 1 Kilogram 10000 Metric Ton/Month Shanghai Upbio Tech Co.,Ltd Contact Supplier

25654-31-3 Usage

Description

Cannabigerol (CRM) (Item No. 20164) is a certified reference material categorized as a phytocannabinoid. This product is intended for research and forensic applications.

Uses

Cannabigerol is a partial agonist of CB2 and CB1 receptors (Ki values are 337 and 440 nM respectively). Cannabigerol also exhibits α2-adrenoceptor agonist activity (EC50 = 0.2 nM in mouse brain membra nes).

Definition

ChEBI: A natural product found in Cannabis sativa and Helichrysum species.

General Description

A non-psychoactive cannabinoid found in Cannabis, Cannabigerol (CBG) reportedly has efficacy for medical conditions such as glaucoma and inflammatory bowel disease. This Certified Spiking Solution? is suitable for cannabigerol testing methods by HPLC, GC/MS or LC-MS/MS for forensic analysis, clinical toxicology, urine drug testing, and Cannabis potency or impurity profiling testing applications. Cerilliant solution Certified Reference Materials (CRMs) of cannabinoids are supplied in a convenient, quantitative, US DEA-exempt solution format and with TK#s for Canadian customers.
InChI:InChI=1/C21H32O2/c1-5-6-7-11-18-14-20(22)19(21(23)15-18)13-12-17(4)10-8-9-16(2)3/h9,12,14-15,22-23H,5-8,10-11,13H2,1-4H3/b17-12+

25654-31-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentylbenzene-1,3-diol

1.2 Other means of identification

Product number -
Other names Cannabigerol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25654-31-3 SDS

25654-31-3Synthetic route

Geraniol
106-24-1

Geraniol

Olivetol
500-66-3

Olivetol

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 20℃; for 12h; Darkness;80%
With toluene-4-sulfonic acid In chloroform at 20℃; for 12h; Darkness;39.9%
With toluene-4-sulfonic acid In chloroform at 20℃; for 12h; Darkness;39.9%
(E)-8-(3,7-dimethylocta-2,6-dien-1-yl)-7-hydroxy-2,2-dimethyl-5-pentyl-4H-benzo[d][1,3]dioxin-4-one

(E)-8-(3,7-dimethylocta-2,6-dien-1-yl)-7-hydroxy-2,2-dimethyl-5-pentyl-4H-benzo[d][1,3]dioxin-4-one

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With water; potassium hydroxide In 1,4-dioxane at 120℃; for 18h; Sealed tube;64%
Geraniol
106-24-1

Geraniol

Olivetol
500-66-3

Olivetol

A

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

B

C31H48O2

C31H48O2

Conditions
ConditionsYield
With aluminum oxide In 1,2-dichloro-ethane for 6h; Solvent; Reflux;A 62%
B 10 %Spectr.
4,6-dibromocannabigerol

4,6-dibromocannabigerol

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With sodium L-ascorbate; triethylamine; sodium sulfite In methanol; water at 75℃; for 24h;5.95%
(E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxy-6-pentylbenzoic acid methyl ester
63953-93-5

(E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxy-6-pentylbenzoic acid methyl ester

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With sodium hydroxide In methanol
geranyl diphosphate
763-10-0

geranyl diphosphate

Olivetol
500-66-3

Olivetol

A

C21H32O2
55854-24-5

C21H32O2

B

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With Tris-HCl buffer; magnesium chloride at 25℃; pH=9.0; Enzyme kinetics;
With Tris-HCl buffer; magnesium chloride at 25℃; pH=9.0;
C22H32O3

C22H32O3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate
2: potassium hydroxide; water / methanol
3: potassium hydroxide; water / methanol / Heating
View Scheme
Multi-step reaction with 4 steps
1: alkaline condition
2: aminosulfonic acid; water / tetrahydrofuran; dimethyl sulfoxide
3: potassium hydroxide; water / methanol
4: potassium hydroxide; water / methanol / Heating
View Scheme
C26H36O5

C26H36O5

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aminosulfonic acid; water / tetrahydrofuran; dimethyl sulfoxide
2: potassium hydroxide; water / methanol
3: potassium hydroxide; water / methanol / Heating
View Scheme
C26H36O6

C26H36O6

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydroxide; water / methanol
2: potassium hydroxide; water / methanol / Heating
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With water; potassium hydroxide In methanol Heating;
C22H32O3

C22H32O3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: florisil
2: potassium carbonate
3: potassium hydroxide; water / methanol
4: potassium hydroxide; water / methanol / Heating
View Scheme
Multi-step reaction with 5 steps
1: florisil
2: alkaline condition
3: aminosulfonic acid; water / tetrahydrofuran; dimethyl sulfoxide
4: potassium hydroxide; water / methanol
5: potassium hydroxide; water / methanol / Heating
View Scheme
Geraniol
106-24-1

Geraniol

Olivetol
500-66-3

Olivetol

A

C21H32O2
55854-24-5

C21H32O2

B

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 55℃; for 5h; Temperature; Solvent; Reagent/catalyst;
Geraniol
106-24-1

Geraniol

Olivetol
500-66-3

Olivetol

A

C21H32O2
55854-24-5

C21H32O2

B

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

C

C31H48O2

C31H48O2

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 20℃; for 12h; Solvent; Darkness;A 280 mg
B 420 mg
C 712 mg
trans-geranyl bromide
6138-90-5

trans-geranyl bromide

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) / water; butan-1-ol / 18 h / 60 °C / Sealed tube
2: methanesulfonic acid / methanol; diethyl ether / 4 °C / Sealed tube
View Scheme
trans-geranyl bromide
6138-90-5

trans-geranyl bromide

Olivetol
500-66-3

Olivetol

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With potassium carbonate In tert-butyl methyl ether at 20℃; Reagent/catalyst; Solvent;
1,3-bis(methoxymethyl ether)cannabigerol

1,3-bis(methoxymethyl ether)cannabigerol

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With methanesulfonic acid In methanol; diethyl ether at 4℃; Sealed tube;
1,3-bis[2-(trimethylsiloxy)methoxyethyl]cannabigerol

1,3-bis[2-(trimethylsiloxy)methoxyethyl]cannabigerol

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With methanesulfonic acid In methanol; diethyl ether at 4℃; Sealed tube;
C29H55BO6Si2

C29H55BO6Si2

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) / water; butan-1-ol / 18 h / 60 °C / Sealed tube
2: methanesulfonic acid / methanol; diethyl ether / 4 °C / Sealed tube
View Scheme
1,3-Bis(methoxymethoxy)-5-pentylbenzene
94450-80-3

1,3-Bis(methoxymethoxy)-5-pentylbenzene

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C / Sealed tube
1.2: 0 - 20 °C / Sealed tube
1.3: 0.5 h
2.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 17 h / 80 °C / Sealed tube
3.1: methanesulfonic acid / methanol; diethyl ether / 4 °C / Sealed tube
View Scheme
3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

Olivetol
500-66-3

Olivetol

A

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

B

abnormal-CBG

abnormal-CBG

Conditions
ConditionsYield
With MP-TsOH resin In ethyl acetate Flow reactor; Overall yield = 40 percent;A 35 mg
B 35 mg
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

magnesium methyl carbonate
4861-79-4

magnesium methyl carbonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 1h;90%
In N,N-dimethyl-formamide at 120℃; for 1h;
In N,N-dimethyl-formamide at 120℃; for 1h;
In N,N-dimethyl-formamide at 130℃; for 3h;
carbon dioxide
124-38-9

carbon dioxide

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

magnesium methanolate
109-88-6, 16436-83-2, 16436-85-4

magnesium methanolate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃; for 3h; Sealed tube;90%
Stage #1: carbon dioxide; 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol; magnesium methanolate at 50℃; for 3h; Sealed tube;
Stage #2: With hydrogenchloride; water In methanol; chloroform pH=2;
37.5%
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

2-(3,7-dimethylocta-1,6-dienyl)-5-pentylresorcinol
95543-71-8

2-(3,7-dimethylocta-1,6-dienyl)-5-pentylresorcinol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In hexane at 50℃; for 1h;80%
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

cannabigeroquinone

cannabigeroquinone

Conditions
ConditionsYield
With n-butyllithium; oxygen In N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at 50℃; for 2h; Cooling with ice;62%
With potassium tert-butylate; oxygen In toluene at 20℃; for 2h;53%
With stabilized 1-hydroxy-1λ5,2-benziodoxole-1,3-dione, SIBX In ethyl acetate at 20℃; for 18h; Cooling with ice;37%
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C27H46O2Si

C27H46O2Si

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃;52%
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

methyl iodide
74-88-4

methyl iodide

A

cannabigerol monomethyl ether
29106-17-0

cannabigerol monomethyl ether

B

1,3-bis(methoxy)cannabigerol
29106-16-9

1,3-bis(methoxy)cannabigerol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 3h;A 35%
B 40%
carbon dioxide
124-38-9

carbon dioxide

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With magnesium methanolate at 50℃; for 3h; Reagent/catalyst; Temperature; Sealed tube;37.5%
With magnesium methanolate at 50℃; for 3h; Sealed tube;
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With carbon dioxide; magnesium methanolate In methanol; chloroform at 50℃; for 3h; Reagent/catalyst; Solvent; Temperature; Sealed tube;37.5%
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

3,3'-bis((E)-3,7-dimethyl-octa-2,6-dienyl)-4,4'-dihydroxy-6,6'-dipentyl-1,1'-bi(cyclohexa-3,6-diene)-2,2',5,5'-tetraone

3,3'-bis((E)-3,7-dimethyl-octa-2,6-dienyl)-4,4'-dihydroxy-6,6'-dipentyl-1,1'-bi(cyclohexa-3,6-diene)-2,2',5,5'-tetraone

Conditions
ConditionsYield
With sodium hydride In toluene for 12h;24%
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

cyclocannabigerol A

cyclocannabigerol A

cyclocannabigerol B

cyclocannabigerol B

iodocyclocannabigerol A

iodocyclocannabigerol A

spirocannabigerol A

spirocannabigerol A

spirocannabigerol B

spirocannabigerol B

F

C28H40O2

C28H40O2

Conditions
ConditionsYield
With iodine In toluene for 5h; Reflux;A 2.3%
B 8.1%
C 14.8%
D 0.7%
E 1.3%
F 3.2%
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

cannabigerol monomethyl ether
29106-17-0

cannabigerol monomethyl ether

Conditions
ConditionsYield
In methanol
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

cannabichromene
20675-51-8, 4993-99-1

cannabichromene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane for 1h; Ambient temperature;
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-ethylamino-[1,4]benzoquinone

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-ethylamino-[1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / water; ethanol / 2 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-pentylamino-[1,4]benzoquinone

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-pentylamino-[1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / ethanol / 22 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-isobutylamino[1,4]benzoquinone

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-isobutylamino[1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / ethanol / 8 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-butylamino [1,4]benzoquinone

6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-2-butylamino [1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / ethanol / 18 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

2-(3,7-dimethyl-octa-2,6-dienyl)-3-hydroxy-6-methylamino-5-pentyl-[1,4]benzoquinone

2-(3,7-dimethyl-octa-2,6-dienyl)-3-hydroxy-6-methylamino-5-pentyl-[1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / ethanol / 6 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

2-(3,7-dimethyl-octa-2,6-dienyl)-3-hydroxy-6-isopropylamino-5-pentyl-[1,4]benzoquinone

2-(3,7-dimethyl-octa-2,6-dienyl)-3-hydroxy-6-isopropylamino-5-pentyl-[1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / ethanol / 18 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

2-benzylamino-6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-[1,4]benzoquinone

2-benzylamino-6-(3,7-dimethyl-octa-2,6-dienyl)-5-hydroxy-3-pentyl-[1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / ethanol / 18 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

2-(3,7-dimethyl-octa-2,6-dienyl)-6-(2,2-dimethyl-propylamino)-3-hydroxy-5-pentyl-[1,4]benzoquinone

2-(3,7-dimethyl-octa-2,6-dienyl)-6-(2,2-dimethyl-propylamino)-3-hydroxy-5-pentyl-[1,4]benzoquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium tert-butylate; oxygen / toluene / 2 h / 20 °C
2: oxygen / ethanol / 18 h / 20 °C
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

A

cannabidiolic acid
1244-58-2

cannabidiolic acid

cannabichromenic acid

cannabichromenic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 1 h / 120 °C
2: 2-hydroxypropyl–β–cyclodextrin; MKCSTFSFWFVCKIIFFFFSFNIQTSIANPENFLKCFSQYIPNNATNLKLVYTQNPLYMSVLNSTIHNLRFTSDTTPKPLVIVTPSHVSHIQGTILCSKKVGLQIRTSGGHDSEGMSYISQFVIVDLRNMRSIKIDVHSQTAWVEAGATLGEVYYWVNEKNENLSLAAGYCPTVCAGGHFGGGGYGPLMRNYGLAADNIIDAHLWWGKVLDRKSMGEDLFWALRGGGAESFGIIVAWKIPLVAKSTMFSVKKIMEIHELVKLVNKWQNIAYKYDKDLLLMTHFITRNITDNQGKNKTAIHTYFSSWLGGVDSLVDLMNKSFPELGIKKTDCRQLSWIDTIIFYSGVVNYDTDNFNKEILLDRSAGQNGAFKIKLDYVKKPIPESWVQILEKLYEEDIGAGMYALYPYGGIMDEISESAIPFPHRAGILYELWYICSWEKQEDNEKHLNWIRNNFMTPYVSKNPRLAYLNYRDLDIGINDPKNPNNYTQARIWGEKGKNFDRLVKVKTLVDPNNFFRNEQSIPPLPRHRH / aq. phosphate buffer / 8 h / 30 °C / pH 4.2 / Large scale; Enzymatic reaction
View Scheme
2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

cannabichromenic acid

cannabichromenic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 3 h / 50 °C / Sealed tube
1.2: pH 2
2.1: 2-hydroxypropyl–β–cyclodextrin; MNCSAFSFWFVCKIIFFFLSFHIQISIANPRENFLKCFSKHIPNVANPKLVYTQHDQLYMSILNSTIQNLRFISDTTPKPLVIVTPSNSHIQATCSKKVGLQTRSGGFAEGMSYISQVPFVVVDLRNMHSIKIDVHSQTAWVEAGATLGEVYYWINEKNENLSFPGGYCPTVGVGGHFSGGGYGALMRNYGLAADNIIDAFILVNVDGKVLDPKSMGEDLFWAIRGGGGENFGIIAAWKIKLVASKSTIFSVKKNMEIHGLVKLFNKWQNIAYKYDKDLVLMTHFITKNITDNHGKNKTTVHGYFSSIFHGGVDSLDLMNKSFRELGIKKTDCKELSWIDTTIFYSGVVNYNTANFKKEDLDRSAGKKTAFSIKLDYVKKPIPETAMVKILEKLYEEDVGAGMYVLYPYGGIMEEISESAIPFPHRAGFYELWYTASWEKQEDNEKHINWVRSVYNFTTPYVSQNPRLAYLNYRDLDLGKTNHASPNNYTQARWGKWGKNFNRLVKVKTKVDPN FFRNEQSIPPLPPHHH / aq. phosphate buffer / 8 h / 30 °C / pH 5 / Large scale; Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 1 h / 120 °C
2: 2-hydroxypropyl–β–cyclodextrin; MNCSAFSFWFVCKIIFFFLSFHIQISIANPRENFLKCFSKHIPNVANPKLVYTQHDQLYMSILNSTIQNLRFISDTTPKPLVIVTPSNSHIQATCSKKVGLQTRSGGFAEGMSYISQVPFVVVDLRNMHSIKIDVHSQTAWVEAGATLGEVYYWINEKNENLSFPGGYCPTVGVGGHFSGGGYGALMRNYGLAADNIIDAFILVNVDGKVLDPKSMGEDLFWAIRGGGGENFGIIAAWKIKLVASKSTIFSVKKNMEIHGLVKLFNKWQNIAYKYDKDLVLMTHFITKNITDNHGKNKTTVHGYFSSIFHGGVDSLDLMNKSFRELGIKKTDCKELSWIDTTIFYSGVVNYNTANFKKEDLDRSAGKKTAFSIKLDYVKKPIPETAMVKILEKLYEEDVGAGMYVLYPYGGIMEEISESAIPFPHRAGFYELWYTASWEKQEDNEKHINWVRSVYNFTTPYVSQNPRLAYLNYRDLDLGKTNHASPNNYTQARWGKWGKNFNRLVKVKTKVDPN FFRNEQSIPPLPPHHH / aq. phosphate buffer / 8 h / 30 °C / pH 5 / Large scale; Enzymatic reaction
View Scheme
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