Ambroxane supplier | CasNO.6790-58-5

Name
Ambroxane
EINECS 229-861-2
CAS No. 6790-58-5
Article Data66
CAS DataBase
Density 0.939 g/cm³
Solubility 1.88mg/L at 20℃
Melting Point 73-77 °C
Formula C₁₆H₂₈O
Boiling Point 273.9 °C at 760 mmHg
Molecular Weight 236.398
Flash Point 104.8 °C
Transport Information
Appearance white crystals
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Naphtho[2,1-b]furan,dodecahydro-3a,6,6,9a-tetramethyl-, [3aR-(3aa,5ab,9aa,9bb)]-;(-)-Ambrox;(-)-Ambroxan;(-)-Ambroxide;(-)-Norlabdane oxide;Amberlyn Super;Amberlyn Super PM 577;Ambroxide;
PSA 9.23000
LogP 4.40800

Synthetic route

: 564-20-5, 1216-84-8, 30450-17-0, 58976-28-6, 64090-92-2, 67844-42-2, 79768-41-5, 79768-42-6, 86688-27-9, 86688-28-0, 95406-08-9, 98719-44-9, 98719-46-1, 131831-65-7, 140851-80-5
(3aR)-(+)-sclareolide

A: 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

B: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With RuCl2(2-(diphenylphosphino)-N-(thiophen-2-ylmethyl)ethanamine)PPh3; hydrogen In toluene at 100℃; under 37503.8 Torr; for 16h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Autoclave;	A 99.5% B n/a
With RuCl2(2-(diphenylphosphino)-N-(2-(methylthio)ethyl)ethanamine)PPh3; hydrogen; sodium methylate In toluene at 100℃; for 16h; Catalytic behavior; Autoclave;	A 67% B 12%

: 320756-17-0
biscyclohomofarnesane-8α,12-diol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 11h;	98%

: 10207-83-7, 38419-75-9, 41747-05-1, 55881-96-4, 64090-93-3, 86023-44-1, 86023-45-2, 100679-84-3, 105087-83-0, 106035-74-9, 106091-98-9, 106091-99-0, 122566-14-7, 131831-64-6, 131831-66-8, 131831-67-9, 131831-74-8
(8α-Methyl)-iresan-8β,11-diol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 10h;	97%

: 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With n-butyllithium; p-toluenesulfonyl chloride In tetrahydrofuran; hexane at 0 - 20℃;	96%
With sodium hydride; p-toluenesulfonyl chloride In dichloromethane at 25℃;	94%
With zinc(II) chloride In 1,2-dichloro-ethane for 3h;	92%

: 1038482-07-3
Δ2(3)-ambrox

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With 10% Pd/C; hydrogen In ethyl acetate at 20℃; for 12h;	96%
With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr;	92%

aqueous sodium sulfate: aqueous sodium sulfate

: 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With hydrogenchloride In water; toluene	95%

: 121067-50-3
<1R-(1α,2β,4aβ,8aα)>-decahydro-1-(2-chloroethyl)-2,5,5,8a-tetramethyl-2-naphthalenol acetate

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With potassium hydroxide In water; isopropyl alcohol	92%

: 116163-57-6
(3aS,5aS,9aS,9bR)-3a,6,6,9a-Tetramethyl-decahydro-naphtho[2,1-b]furan-4-one

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine	90%

: 564-20-5, 1216-84-8, 30450-17-0, 58976-28-6, 64090-92-2, 67844-42-2, 79768-41-5, 79768-42-6, 86688-27-9, 86688-28-0, 95406-08-9, 98719-44-9, 98719-46-1, 131831-65-7, 140851-80-5
(3aR)-(+)-sclareolide

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With sodium tetrahydroborate; zinc(II) iodide In tetrahydrofuran for 1h; Heating;	85%
Multi-step reaction with 2 steps 1: 95 percent / potassium borohydride / ethanol / 10 h / Heating 2: 92 percent / bromotrichloromethane; triphenylphosphine; NaHCO3 / CH2Cl2 / 6 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 97 percent / LiAlH4 / tetrahydrofuran / 3 h / 20 °C 2: 96 percent / n-BuLi; TsCl / hexane; tetrahydrofuran / 0 - 20 °C View Scheme

: 121067-46-7
<1R-(1α,2β,4aβ,8aα)>-1-decahydro-1-(2-iodoethyl)-2,5,5,8a-tetramethyl-2-naphthalenol acetate

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With potassium hydroxide In water; isopropyl alcohol for 18h; Heating;	81%

: 31207-73-5
2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol

A: 31222-15-8
2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol

B: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In nitromethane for 18h; Ambient temperature;	A n/a B 80%

: 31222-15-8
2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With iron(III) chloride In 1,2-dichloro-ethane at 25℃; Reagent/catalyst; enantioselective reaction;	77%
Acidic conditions;

: 41747-05-1
13,14,15,16-tetranor-8βH-labdane-8,12-diol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In nitromethane at 80℃; for 0.5h;	76%
With toluene-4-sulfonic acid In nitromethane at 40℃; for 0.0833333h;	45%

: 152185-80-3
8α,12-epoxy-13,14,15,16-tetranorlabdan-19-al

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine hydrate In various solvent(s) for 1h; Heating;	71%
With potassium hydroxide; hydrazine hydrate In various solvent(s) for 1h; Heating;	71%

: 38419-76-0
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-2-yl acetate

A: 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

B: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With sodium methylate; carbonic acid dimethyl ester In tetrahydrofuran; methanol at 65℃; for 2h;	A 4% B 67%

: 158577-90-3
<1S-(1α,2β,3β,4β,4aβ,8aα)> decahydro-3-hydroxyl-2,5,5,8a-tetramethylnaphthalene-1-ethanol

A: 6790-58-5
(-)-ambroxide

B: 68365-88-8
8β,12-epoxy-13,14,15,16-tetranorlabdane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 80℃; for 2h;	A 48% B 10%

: 105735-95-3, 105735-96-4
(1R,2R,4aS,8aS)-1-(3-Hydroperoxy-3-methyl-pent-4-enyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With copper diacetate; iron(II) sulfate In methanol at 50℃; for 3h;	33%
With copper diacetate; iron(II) sulfate In methanol at 50℃; for 3h; Product distribution; other amounts of reagents;
Multi-step reaction with 4 steps 1: triphenylphosphine / diethyl ether / 24 h / 20 °C 2: 83 percent / H2 / 5percent Pd/C / ethanol / 760 Torr / Ambient temperature 3: 1.) aq. NaOCl / 1.) AcOH, CCl4, 0 deg C, 3h, 2.) 30-35 deg C, 3h 4: 80percent NaH / tetrahydrofuran / 3 h / Heating View Scheme

: 515-03-7
sclareol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With dihydrogen peroxide In water at 70℃; for 4h;	20%
Multi-step reaction with 2 steps 1.1: potassium permanganate; acetic anhydride / acetone / 2 h / 0 °C 1.2: 97 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 20 °C 2.1: 92 percent / bromotrichloromethane; triphenylphosphine; NaHCO3 / CH2Cl2 / 6 h / Heating View Scheme
Multi-step reaction with 6 steps 1.1: peracetic acid; NaOAc / ethyl acetate / 192 h / 20 °C 2.1: 1 N aq. NaOH / 2-methyl-propan-2-ol / 20 °C 2.2: H2SO4 / ethyl acetate / 2 h / 0 - 20 °C 3.1: 97 percent / NaIO4 / tetrahydrofuran; H2O / 16 h / 20 °C 4.1: 95 percent / peracetic acid / 50 - 55 °C 5.1: 97 percent / LiAlH4 / tetrahydrofuran / 3 h / 20 °C 6.1: 96 percent / n-BuLi; TsCl / hexane; tetrahydrofuran / 0 - 20 °C View Scheme

: 113327-33-6
C20H39N2O3P

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With lithium In various solvent(s) Yield given;

: 113105-33-2
(1R,2R,4aS,8aS)-1-(2-Chloro-ethyl)-2,5,5,8a-tetramethyl-decahydro-naphthalen-2-ol

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 3h; Heating; Yield given;

: Toluene-4-sulfonic acid 2-((1R,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl)-ethyl ester

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
for 1h; Ambient temperature; Yield given;

: 38419-77-1
(4aS,6aR,11aR,11bS)-4,4,6a,11b-Tetramethyl-dodecahydro-7,9-dioxa-cyclohepta[a]naphthalene

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane

(4aS)-1t-<2-hydroxy-ethyl>-2t,5,5,8a-tetramethyl-(4ar,8at)-decahydro-<2c>naphthol: (4aS)-1t-<2-hydroxy-ethyl>-2t,5,5,8a-tetramethyl-(4ar,8at)-decahydro-<2c>naphthol

: 6790-58-5
(-)-ambroxide

(4aS)-1t(?)-<2-hydroxy-ethyl>-2c(?),5,5,8a-tetramethyl-(4ar,8at-decahydro-<2t?>naphthol: (4aS)-1t(?)-<2-hydroxy-ethyl>-2c(?),5,5,8a-tetramethyl-(4ar,8at-decahydro-<2t?>naphthol

A: 6790-58-5
(-)-ambroxide

B: 68365-88-8
8β,12-epoxy-13,14,15,16-tetranorlabdane

Conditions

Conditions	Yield
With naphthalene-2-sulfonate Erhitzen unter vermindertem Druck;

: 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

A: 31207-73-5
2-((1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6, 7,8,8a-octahydronaphthalen-1-yl)ethan-1-ol

B: 31222-15-8
2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol

C: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane for 0.5h; Heating; Title compound not separated from byproducts;	A 7.2 % Chromat. B 16.8 % Chromat. C 67.4 % Chromat.
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 1h; Title compound not separated from byproducts;	A 7.6 % Chromat. B 16.8 % Chromat. C 65.2 % Chromat.

...Expand

: 38419-75-9
(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

A: 31222-15-8
2-[(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethylnaphthalen-1-yl]ethanol

B: 6790-58-5
(-)-ambroxide

C: 68365-88-8
8β,12-epoxy-13,14,15,16-tetranorlabdane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane for 30h; Heating; Title compound not separated from byproducts;	A 11.2 % Chromat. B 29.6 % Chromat. C 59.1 % Chromat.

...Expand

: 425681-11-4
(E,E)-homofarnesyl triethylsilyl ether

A: (+)-ambrox (ent-1)

B: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
Stage #1: (E,E)-homofarnesyl triethylsilyl ether With (R)-2-(o-fluorobenzyloxy)-2'-methoxy-1,1'-binaphthylSnCl4 In toluene at -78℃; for 72h; Stage #2: With 1H-imidazole; triethylsilyl chloride In N,N-dimethyl-formamide at 20℃; for 5h; Stage #3: With TFASnCl4 In toluene at -78℃; for 24h; Further stages. Title compound not separated from byproducts.;

(4aS)-1t(?)-<2-hydroxy-ethyl>-2c(?),5,5,8a-tetramethyl-(4ar,8at)-decahydro-<2t?>naphthol: (4aS)-1t(?)-<2-hydroxy-ethyl>-2c(?),5,5,8a-tetramethyl-(4ar,8at)-decahydro-<2t?>naphthol

A: 6790-58-5
(-)-ambroxide

B: 68365-88-8
8β,12-epoxy-13,14,15,16-tetranorlabdane

Conditions

Conditions	Yield
With naphthalene-2-sulfonate Erhitzen unter vermindertem Druck;

: 16736-51-9
8-hydroxy-15,16-dinor-labdan-13-one

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 83 percent / sodium chromate; acetic anhydride; glacial acetic acid / benzene / 4 h / 70 °C 2: 95 percent / potassium borohydride / ethanol / 10 h / Heating 3: 92 percent / bromotrichloromethane; triphenylphosphine; NaHCO3 / CH2Cl2 / 6 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 83 percent / sodium chromate; acetic anhydride; glacial acetic acid / benzene / 4 h / 70 °C 2: 85 percent / zinc iodide; sodium borohydride / tetrahydrofuran / 1 h / Heating View Scheme

: 502-67-0
Farnesal

: 6790-58-5
(-)-ambroxide

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 96 percent / PhLi / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / 20 °C 2.1: tetrahydrofuran / 24 h / 20 °C 3.1: H2O2; NaOH / tetrahydrofuran 4.1: 100 percent / imidazole / dimethylformamide / 20 °C 5.1: (R)-2-(o-fluorobenzyloxy)-2'-methoxy-1,1'-binaphthylSnCl4 / toluene / 72 h / -78 °C 5.2: ClSiEt3; imidazole / dimethylformamide / 5 h / 20 °C 5.3: TFASnCl4 / various solvent(s); toluene / 24 h / -78 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 96 percent / PhLi / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / 20 °C
2.1: tetrahydrofuran / 24 h / 20 °C
3.1: H2O2; NaOH / tetrahydrofuran
4.1: 100 percent / imidazole / dimethylformamide / 20 °C
5.1: (R)-2-(o-fluorobenzyloxy)-2'-methoxy-1,1'-binaphthyl*SnCl4 / toluene / 72 h / -78 °C
5.2: ClSiEt3; imidazole / dimethylformamide / 5 h / 20 °C
5.3: TFA*SnCl4 / various solvent(s); toluene / 24 h / -78 °C
View Scheme

: 719-98-2
2-((trifluoromethyl)thio)isoindoline-1,3-dione

: 6790-58-5
(-)-ambroxide

: (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-2-((trifluoromethyl)thio)dodecahydronaphtho[2,1-b]furan

Conditions

Conditions	Yield
With sodium benzoate; [Ir(2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine)2(4,4'-di-tert-butyl-2,2'-bipyridine)](PF6) In acetonitrile at 20℃; for 2h; Inert atmosphere; Irradiation; regioselective reaction;	95%

: 6790-58-5
(-)-ambroxide

: 564-20-5, 1216-84-8, 30450-17-0, 58976-28-6, 64090-92-2, 67844-42-2, 79768-41-5, 79768-42-6, 86688-27-9, 86688-28-0, 95406-08-9, 98719-44-9, 98719-46-1, 131831-65-7, 140851-80-5
(3aR)-(+)-sclareolide

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; C17H18ClFeN6O6(2-); 3-chloro-benzenecarboperoxoic acid In water; acetonitrile at 20℃;	90%
With (R,R)-Fe(PDP); dihydrogen peroxide; acetic acid regioselective reaction;	80%
With 2,6-dichloropyridine N-oxide; dichloro(5,10,15,20-tetramesitylporphyrinato)ruthenium(IV) In 1,2-dichloro-ethane at 40℃; for 24h; Reagent/catalyst; Inert atmosphere; regioselective reaction;	80%

: 19158-51-1
P-toluenesulfonyl cyanide

: 6790-58-5
(-)-ambroxide

: 1338695-87-6
ambroxide-12-carbonitrile

Conditions

Conditions	Yield
With benzophenone In acetonitrile at 20℃; for 2h; Inert atmosphere; UV-irradiation; stereoselective reaction;	89%
With benzophenone In acetonitrile at 20℃; for 2h; Inert atmosphere; UV-irradiation; chemoselective reaction;	89%

: 39082-53-6
1,1-bis(phenylsulfonyl)ethylene

: 6790-58-5
(-)-ambroxide

: C30H40O5S2

Conditions

Conditions	Yield
With [Ir(dF(CF3)ppy)2(5,5'dCF3bpy)]PF6; dibutylphosphoric acid tetrabutylammonium salt In dichloromethane at 20℃; for 24h; Glovebox; Inert atmosphere; Irradiation;	88%
With 2-chloroanthracene-9,10-dione In dichloromethane at 20℃; for 4h; Irradiation; Optical yield = 48 %de; diastereoselective reaction;

: 6790-58-5
(-)-ambroxide

: C16H27N3O

Conditions

Conditions	Yield
With 4-toluenesulfonyl azide; 4-Benzoylpyridine In benzene at 20℃; for 3h; UV-irradiation; Inert atmosphere; chemoselective reaction;	77%

: 2525-55-5
(prop-2-ene-1,2-diyldisulfonyl)dibenzene

: 6790-58-5
(-)-ambroxide

: C25H36O3S

Conditions

Conditions	Yield
With pentacene-5,7,12,14-tetraone; potassium carbonate In dichloromethane at 20℃; for 24h; Inert atmosphere; Irradiation;	74%

: 6790-58-5
(-)-ambroxide

: 308255-94-9
(1S,6S)-2-(2-bromoethyl)-1,3,7,7-tetramethylbicyclo[4.4.0]dec-2-ene

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; tetraethylammonium bromide In dichloromethane at 20℃; Ring cleavage;	72%

: (4-methoxy)benzenesulfonylmethanal O-benzyl oxime

: 6790-58-5
(-)-ambroxide

: C24H35NO2

Conditions

Conditions	Yield
With 4-Benzoylpyridine In tetrahydrofuran at 20℃; for 6h; Inert atmosphere; UV-irradiation;	70%

: 6790-58-5
(-)-ambroxide

: 308255-96-1
(4aS,8aS)-5-(2-iodoethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene

Conditions

Conditions	Yield
With aluminium trichloride; sodium iodide In dichloromethane; acetonitrile at 20℃; Ring cleavage;	69%

: 619-42-1
4-methoxycarbonylphenyl bromide

: 6790-58-5
(-)-ambroxide

A: methyl 4-((2R,3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-yl)benzoate

B: methyl 4-((2S,3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-yl)benzoate

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); 5,5'-dimethyl-2,2'-bipyridine; (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone; sodium carbonate In benzene at 20℃; for 96h; Schlenk technique; diastereoselective reaction;	A 69% B n/a
With bis(acetylacetonate)nickel(II); 5,5'-dimethyl-2,2'-bipyridine; (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone; sodium hydrogencarbonate In benzene at 20℃; for 96h; Schlenk technique; Inert atmosphere; Irradiation; Overall yield = 69 %; Overall yield = 76.7 mg; diastereoselective reaction;	A n/a B n/a

...Expand

: 2700-22-3
Benzylidenemalononitrile

: 6790-58-5
(-)-ambroxide

: 2-(phenyl((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-yl)methyl)malononitrile

Conditions

Conditions	Yield
With eosin In tert-butyl alcohol at 0 - 60℃; for 48h; Sealed tube; Inert atmosphere; Irradiation;	68%

: 6790-58-5
(-)-ambroxide

: 1217488-90-8
C16H28O3

Conditions

Conditions	Yield
With Botrytis cynerea for 72h; Microbiological reaction; chemoselective reaction;	60%

: 6790-58-5
(-)-ambroxide

A: 13456-36-5
(1R,2R,4aS,8aS)-(2-hydroxy-2,5,5,8a-tetramethylperhydronaphthyl)acetic acid

B: 564-20-5, 1216-84-8, 30450-17-0, 58976-28-6, 64090-92-2, 67844-42-2, 79768-41-5, 79768-42-6, 86688-27-9, 86688-28-0, 95406-08-9, 98719-44-9, 98719-46-1, 131831-65-7, 140851-80-5
(3aR)-(+)-sclareolide

Conditions

Conditions	Yield
With [((S,S)-N,N′-bis(2-pyridylmethyl)-(S,S)-2,2′-bipyrrolidine)FeII(OTf)2]; dihydrogen peroxide; acetic acid In water; acetonitrile at 0 - 20℃; Catalytic behavior; Inert atmosphere; regiospecific reaction;	A 29% B 54%

: 119-65-3
isoquinoline

: 6790-58-5
(-)-ambroxide

: 1-((3aR,5aS,9aS,9bR)-3 a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan-2-yl)isoquinoline

Conditions

Conditions	Yield
With ethanol; bis-[(trifluoroacetoxy)iodo]benzene In dimethyl sulfoxide; 1,2-dichloro-ethane at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; diastereoselective reaction;	53%

Ambroxane Chemical Properties

Molecular Structure of Ambroxide (CAS NO. 6790-58-5):

EINECS: 229-861-2
Systematic Name: 3a,6,6,9a-Tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e]benzofuran
Molecular Formula: C₁₆H₂₈O
Molecular Weight: 236.3929
SMILES: O2C1(CCC3C(C1CC2)(C)CCCC3(C)C)C
InChI: InChI=1/C16H28O/c1-14(2)8-5-9-15(3)12(14)6-10-16(4)13(15)7-11-17-16/h12-13H,5-11H2,1-4H3
InChIKey: YPZUZOLGGMJZJO-UHFFFAOYAI
Index of Refraction: 1.48
Molar Refractivity: 71.59 cm³
Molar Volume: 251.6 cm³
Surface Tension: 34.6 dyne/cm
Density: 0.939 g/cm³
Flash Point: 104.8 °C
Enthalpy of Vaporization: 49.16 kJ/mol
Boiling Point: 273.9 °C at 760 mmHg
Vapour Pressure: 0.00934 mmHg at 25 °C
Melting Point: 74-76 °C(lit.)
Water Solubility: 2.436 mg/L at 25 °C
Alpha: -30 º (c=1% in toluene )

Ambroxane Safety Profile

Safety Information of Ambroxide (CAS NO. 6790-58-5):
WGK Germany: 1

Ambroxane Specification

Ambroxide with cas registry number of 6790-58-5 is colorless to white crystalline solid, known as 8alpha,12-Oxido-13,14,15,16-tetranorlabdane ; Dodecahydro-3a,6,6,9a-tetramethylnaphtho(2,1-b)furan, (3aR-(3aalpha,5abeta,9aalpha,9bbeta))- ; FEMA No. 3471 ; Naphtho(2,1-b)furan, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR-(3aalpha,5abeta,9aalpha,9bbeta))- ; (3AR-(3aalpha,5abeta,9aalpha,9bbeta))-dodecahydro-3a,6,6,9a-tetramethylnaphtho(2,1-b)furan ; Naphtho(2,1-b)furan, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)- ; 1,5,5,9-Tetramethyl-13-oxatricyclo(8.3.0.0(sup 4,9))tridecane . It is used in flavor of advanced perfumes and cosmetics.

Product Name

Ambroxane

Synthetic route

Ambroxane Chemical Properties

Ambroxane Safety Profile

Ambroxane Specification

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