CAS No.13956-29-1,CANNABIDIOL Suppliers,MSDS download

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Synthetic route

: (1′R,2′R)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl bis(2,2-dimethylpropanoate)

: 13956-29-1
CBD

Conditions

Conditions	Yield
With methylmagnesium bromide In diethyl ether; toluene at 110℃; for 12h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;	99%
With potassium hydroxide In methanol; dichloromethane at 20℃; Inert atmosphere;	91%

: 1242-67-7
O-2797

: 13956-29-1
CBD

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at 0℃; for 2h; Solvent;	97%
With methyl magnesium iodide In diethyl ether at 0 - 160℃; for 1.5h; Inert atmosphere;	62%
With sodium thioethylate In N,N-dimethyl-formamide at 150℃; for 5h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;	1.02 g

: C30H47NO4

: 13956-29-1
CBD

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 90℃; for 4h; Inert atmosphere;	94%

: C25H36O4

: 13956-29-1
CBD

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol; lithium chloride In dimethyl sulfoxide at 80 - 100℃; Reagent/catalyst; Solvent; Temperature;	93%

: C26H39NO4

: 13956-29-1
CBD

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 95℃; for 8h; Inert atmosphere;	92%

: C28H43NO4

: 13956-29-1
CBD

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 95℃; for 8h; Inert atmosphere;	91%

: C30H47NO4

: 13956-29-1
CBD

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 95℃; for 8h; Inert atmosphere;	88%

: (1′R,2′R)-2,6-bis((tert-butoxycarbonyl)oxy)-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-4-yl trifluoromethanesulfonate

: 693-25-4
n-pentylmagnesium bromide

: 13956-29-1
CBD

Conditions

Conditions	Yield
Stage #1: n-pentylmagnesium bromide With lithium chloride; zinc(II) chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: (1′R,2′R)-2,6-bis((tert-butoxycarbonyl)oxy)-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-4-yl trifluoromethanesulfonate With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) In tetrahydrofuran at 20 - 60℃;	86%

Yield

Stage #1: n-pentylmagnesium bromide With lithium chloride; zinc(II) chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: (1′R,2′R)-2,6-bis((tert-butoxycarbonyl)oxy)-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-4-yl trifluoromethanesulfonate With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) In tetrahydrofuran at 20 - 60℃;

86%

: 4737-50-2
n-pentylboronic acid

: C16H19BrO2

: 13956-29-1
CBD

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 16h; Temperature; Suzuki Coupling; Inert atmosphere;	80.7%

: 52154-82-2
(1R,4R)-p-mentha-2,8-dien-1-ol

: 78463-34-0
4,6-dibromo-5-pentylbenzene-1,3-diol

: 13956-29-1
CBD

Conditions

Conditions	Yield
Stage #1: (1R,4R)-p-mentha-2,8-dien-1-ol; 4,6-dibromo-5-pentylbenzene-1,3-diol With magnesium sulfate; toluene-4-sulfonic acid In dichloromethane at -20 - -15℃; Inert atmosphere; Stage #2: With triethylamine; sodium sulfite In methanol; water for 20h; Reflux;	79%

: 4737-50-2
n-pentylboronic acid

: C17H22O5S

: 13956-29-1
CBD

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In toluene at 90℃; for 17h; Suzuki Coupling; Inert atmosphere;	78.3%

: 4737-50-2
n-pentylboronic acid

: C23H26O5S

: 13956-29-1
CBD

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 16h; Suzuki Coupling; Inert atmosphere;	77.6%

: 7-hydroxy-2,2-dimethyl-8-((1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl)-5-pentyl-4H-benzo[d][1,3]dioxin-4-one

: 13956-29-1
CBD

Conditions

Conditions	Yield
With water; sodium hydroxide In methanol at 120℃; for 5h; Sealed tube;	60%

: 22972-51-6
(1S,4R)-p-mentha-2,8-dien-1-ol

: 500-66-3
Olivetol

A: 13956-29-1
CBD

B: 22972-55-0
abnormal cannabidiol

C: 22972-53-8
(-)-2,4-Bis-<3,4-trans-p-menthadien-(1,8)-yl-(3)>-olivetol

Conditions

Conditions	Yield
With aluminum oxide; boron trifluoride diethyl etherate In dichloromethane at 40 - 41℃; for 0.00277778h;	A 55% B 14% C 6%

...Expand

: (+)-cis-piperityl acetate

: 500-66-3
Olivetol

A: 13956-29-1
CBD

B: 22972-55-0
abnormal cannabidiol

C: 22972-53-8
(-)-2,4-Bis-<3,4-trans-p-menthadien-(1,8)-yl-(3)>-olivetol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane for 0.116667h; Flow reactor;	A 55% B 19% C 4%

...Expand

: cis-para-mentha-2,8-diene-1-ol

: 500-66-3
Olivetol

A: 13956-29-1
CBD

B: 22972-55-0
abnormal cannabidiol

Conditions

Conditions	Yield
MoCl2(acetylacetonate)2; silver trifluoromethanesulfonate In dichloromethane at -20℃; for 3h;	A 20% B 52%

...Expand

: (+)-p-mentha-2,8-dien-1-ol

: 500-66-3
Olivetol

: 13956-29-1
CBD

Conditions

Conditions	Yield
With zinc(II) chloride In dichloromethane; water at 40℃; for 1.5h;	51.8%

: 861892-40-2
(4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol

: 500-66-3
Olivetol

: 13956-29-1
CBD

Conditions

Conditions	Yield
Stage #1: Olivetol With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 0.333333h; Stage #2: (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol In dichloromethane at 25℃;	48%
Stage #1: (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol In dichloromethane for 1h; Stage #2: Olivetol With zinc(II) chloride In dichloromethane; water at 0 - 40℃; for 0.833333h;

: (+)-p-mentha-2,8-dien-1-ol

A: 13956-29-1
CBD

B: 5957-75-5
delta-8-tetrahydrocannabinol

C: 1972-08-3
dronabinol

Conditions

Conditions	Yield
Stage #1: Olivetol With zinc(II) chloride In dichloromethane at 40℃; for 1h; Stage #2: (+)-p-mentha-2,8-dien-1-ol In dichloromethane at 40℃; for 1.66667h; Stage #3: With boron trifluoride diethyl etherate In dichloromethane at -10℃; for 2.5h; Product distribution / selectivity;	A 0.71% B 5.06% C 45.1%

...Expand

: 140633-48-3
Phosphoric acid (5R,6R)-6-(2,6-dimethoxy-4-pentyl-phenyl)-5-isopropenyl-2-methyl-cyclohex-1-enyl ester diethyl ester

A: 13956-29-1
CBD

B: 1972-05-0
Cannabidiol monomethyl ether

Conditions

Conditions	Yield
With lithium; methylamine In tetrahydrofuran; tert-butyl alcohol at -10℃; for 1h;	A 35% B 43%

: (1′R,2′R)-2,6-dihydroxy-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-4-yl trifluoromethanesulfonate

: 693-25-4
n-pentylmagnesium bromide

: 13956-29-1
CBD

Conditions

Conditions	Yield
Stage #1: n-pentylmagnesium bromide With lithium chloride; zinc(II) chloride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: (1′R,2′R)-2,6-dihydroxy-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-4-yl trifluoromethanesulfonate With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 20 - 30℃; Inert atmosphere;	30%
With potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride In tetrahydrofuran; diethyl ether at 20℃; for 20h; Inert atmosphere;

Yield

Stage #1: n-pentylmagnesium bromide With lithium chloride; zinc(II) chloride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #2: (1′R,2′R)-2,6-dihydroxy-5′-methyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-4-yl trifluoromethanesulfonate With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 20 - 30℃; Inert atmosphere;

30%

With potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride In tetrahydrofuran; diethyl ether at 20℃; for 20h; Inert atmosphere;

: 22972-51-6
(1S,4R)-p-mentha-2,8-dien-1-ol

: 500-66-3
Olivetol

: 13956-29-1
CBD

Conditions

Conditions	Yield
Stage #1: Olivetol With toluene-4-sulfonic acid In benzene for 2.5h; Stage #2: (1S,4R)-p-mentha-2,8-dien-1-ol In benzene at 20℃; for 0.5h;	24%
With toluene-4-sulfonic acid In toluene at 18 - 25℃; for 1.5h; Inert atmosphere;	20%
With oxalic acid

: 52154-82-2
(1R,4R)-p-mentha-2,8-dien-1-ol

: 500-66-3
Olivetol

: 13956-29-1
CBD

Conditions

Conditions	Yield
With N,N-dimethylformamide dineopentyl acetal

: 1686-20-0, 23727-14-2, 38344-42-2, 120523-29-7
p‐mentha‐1,5‐dien‐8‐ol

: 500-66-3
Olivetol

A: 13956-29-1
CBD

B: 5957-75-5
delta-8-tetrahydrocannabinol

C: 1972-08-3
dronabinol

Conditions

Conditions	Yield
toluene-4-sulfonic acid In benzene at 25℃; for 1.58333h; Product distribution;

...Expand

: 20053-58-1
(1S,2S,3R,6R)-(+)-trans-car-2-ene epoxide

: 500-66-3
Olivetol

A: 13956-29-1
CBD

B: 22972-55-0
abnormal cannabidiol

C: 5957-75-5
delta-8-tetrahydrocannabinol

D: 1972-08-3
dronabinol

Conditions

Conditions	Yield
toluene-4-sulfonic acid In benzene at 40℃; for 0.75h; Product distribution; Mechanism; various temperatures;	A 24 % Chromat. B 32 % Chromat. C 6 % Chromat. D 38 % Chromat.

...Expand

: 936-91-4
3-carene epoxide

: 500-66-3
Olivetol

A: 13956-29-1
CBD

B: 22972-55-0
abnormal cannabidiol

C: 5957-75-5
delta-8-tetrahydrocannabinol

D: 1972-08-3
dronabinol

Conditions

Conditions	Yield
toluene-4-sulfonic acid In benzene at 60℃; for 0.5h; Mechanism; Product distribution;

...Expand

: 40525-15-3
(1′R,2′R)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl diacetate

: 13956-29-1
CBD

Conditions

Conditions	Yield
In 1,4-dioxane; tert-butyl alcohol Irradiation;

: 20053-58-1
(1S,2S,3R,6R)-(+)-trans-car-2-ene epoxide

: 500-66-3
Olivetol

A: 13956-29-1
CBD

B: 5957-75-5
delta-8-tetrahydrocannabinol

C: 1972-08-3
dronabinol

D /PBERB265-1120/: /PBERB265-1120/

Conditions

Conditions	Yield
toluene-4-sulfonic acid In benzene at 20℃; Product distribution; Mechanism; investigation with (+)-p-menthadienol;

...Expand

: 10293-10-4
3-endo-9-dibromo-1,7,7-trimethylbicyclo<2.2.1>heptan-2-one

: 13956-29-1
CBD

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1) CuI / 1) THF, 0 deg C, 20 min, 2) DMSO, THF, r.t., overnight 2: 1) sodium naphthalenide, 2) HMPA / 1) THF, tetraethyleneglycol dimethyl ether, -78 deg C, 2) -20 deg C 3: 35 percent / Li, MeNH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / -10 °C View Scheme

: 13956-29-1
CBD

: 108-24-7
acetic anhydride

: 40525-15-3
(1′R,2′R)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl diacetate

Conditions

Conditions	Yield
With pyridine In dichloromethane for 4h;	100%
With pyridine at 20℃; for 48h; Inert atmosphere;	66%
With pyridine; dmap at 20℃; for 16h;	44%

: 13956-29-1
CBD

: 107-43-7
betaine

: C21H30O2*C5H11NO2

Conditions

Conditions	Yield
for 0.75h;	100%
In n-heptane at 20℃; for 15h; Solvent; Temperature; Inert atmosphere;	50%

: 13956-29-1
CBD

: 1972-08-3
dronabinol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at -10 - 0℃; for 3h; Product distribution / selectivity;	99%
With boron trifluoride diethyl etherate In dichloromethane at -10 - 20℃; for 1h;	83%
With boron trifluoride diethyl etherate In dichloromethane at -10 - 0℃; for 3h; Solvent; Temperature; Inert atmosphere;	71.9%

: 13956-29-1
CBD

: 2-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-5-pentylbenzo-1,3-dioxy-diacetic acid

Conditions

Conditions	Yield
Stage #1: CBD With potassium hydroxide In ethanol at 20℃; for 16h; Inert atmosphere; Stage #2: With hydrogenchloride In water	99%

: 13956-29-1
CBD

: 96-32-2
bromoacetic acid methyl ester

: methyl 2-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-5-pentylbenzo-1,3-dioxy-diacetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	99%

: 13956-29-1
CBD

: 74-88-4
methyl iodide

: 1242-67-7
O-2797

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h; Methylation;	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	78%
With potassium carbonate; acetone

: 67-56-1
methanol

: 13956-29-1
CBD

: 1242-67-7
O-2797

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h;	98%

: 13956-29-1
CBD

: 877660-90-7
8,9-dihydro-cannabidiol

Conditions

Conditions	Yield
With hydrogen; platinum In ethyl acetate under 517.162 Torr; for 0.5h;	97.5%
With platinum(IV) oxide; hydrogen In ethyl acetate at 20℃; under 517.162 Torr; for 0.0333333h;	97.5%
With platinum(IV) oxide; hydrogen In ethyl acetate under 517.162 Torr; for 0.0333333h;	97.5%

: 13956-29-1
CBD

: 123421-01-2
2-(6-methyl-3-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-yl)-5-pentylbenzene-1,3-diol

Conditions

Conditions	Yield
With Oxone In acetone at 20℃;	95%
With dihydrogen peroxide; potassium hydrogencarbonate; benzonitrile In methanol at 20℃; for 40h; Inert atmosphere;	43%

: 13956-29-1
CBD

: 100-51-6
benzyl alcohol

: 2-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-1,3-dibenzyloxy-5-pentylbenzene

Conditions

Conditions	Yield
Stage #1: CBD; benzyl alcohol With triphenylphosphine In tetrahydrofuran at 0℃; for 0.5h; Mitsunobu Displacement; Inert atmosphere; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu Displacement; Inert atmosphere;	94%

: 13956-29-1
CBD

: 100-39-0
benzyl bromide

: 2-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-1,3-dibenzyloxy-5-pentylbenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	93%

: 13956-29-1
CBD

A: 5957-75-5
delta-8-tetrahydrocannabinol

B: 1972-08-3
dronabinol

Conditions

Conditions	Yield
With Amberlyst-15 In n-heptane for 1h; Reagent/catalyst; Solvent; Reflux;	A 85% B n/a
With aluminum isopropoxide at 90 - 180℃; for 3h; Large scale;	A 85% B n/a
With Amberlyst-15 In n-heptane at 60℃; for 2h; Reagent/catalyst; Temperature;	A 81.1% B 5.3%

: 13956-29-1
CBD

: 106-95-6
allyl bromide

: 2-[(1R,6R)-3-methyl-6-prop-1-en-2-yl-1-cyclohex-2-enyl]-1,3-diallyloxy-5-pentylbenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	84%

: 13956-29-1
CBD

: 541-15-1
L-carnitine

: C21H30O2*C7H15NO3

Conditions

Conditions	Yield
In n-heptane at 20℃; for 15h; Solvent; Temperature;	80%

: 13956-29-1
CBD

: 541-15-1
L-carnitine

: C21H30O2*2C7H15NO3

Conditions

Conditions	Yield
In n-heptane at 20℃; for 15h; Solvent; Temperature;	80%

: 13956-29-1
CBD

: 137252-25-6
HU-331

Conditions

Conditions	Yield
With potassium tert-butylate In toluene at 20℃; for 4h;	74%
With potassium tert-butylate In toluene at 20℃; for 4h; Reagent/catalyst; Solvent;	74%
With stabilized 1-hydroxy-1λ5,2-benziodoxole-1,3-dione, SIBX In ethyl acetate at 20℃; for 18h; Cooling with ice;	61%

: 1873-88-7
1,1,1,3,5,5,5-heptamethyltrisiloxan

: 13956-29-1
CBD

: 2-[(R,6R)-3-methyl-6-(1-methyl-2-(bis(trimethylsiloxy)methylsilyl)ethyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20 - 30℃; for 2.5h;	74%

: 1873-88-7
1,1,1,3,5,5,5-heptamethyltrisiloxan

: 13956-29-1
CBD

: 2-[(6R)-3-methyl-6-(1-methyl-2-(bis(trimethylsiloxy)(methyl)silyl)ethyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene; toluene at 20 - 30℃; for 2.5h;	74%

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