L(-)-Camphorsulfonic acid supplier

Name
(1R)-(-)-10-Camphorsulfonic acid
EINECS 252-817-9
CAS No. 35963-20-3
Article Data17
CAS DataBase
Density 1.331 g/cm³
Solubility soluble in water
Melting Point 198 °C (dec.)(lit.)
Formula C₁₀H₁₆O₄S
Boiling Point 467.7°C at 760 mmHg
Molecular Weight 232.301
Flash Point 236.6°C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-36/37/39-45-24/25-27
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms Bicyclo[2.2.1]heptane-1-methanesulfonicacid, 7,7-dimethyl-2-oxo-, (1R)-;(-)-(1R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid;(-)-10-Camphorsulfonic acid;(-)-Camphorsulfonic acid;(1R)-10-Camphorsulfonic acid;(R)-(-)-CSA;(R)-Camphor-10-sulfonic acid;l-10-Camphorsulfonic acid;L-(-) Camphor-10-Sulfonic Acid;
PSA 79.82000
LogP 2.35040

Synthetic route

: 188416-34-4, 137234-71-0
(2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoro-4-pyrimidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (1R)-10-camphorsulfonate

: 35963-20-3
(R)-10-camphorsulfonic acid

Conditions

Conditions	Yield
Stage #1: (2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoro-4-pyrimidinyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (1R)-10-camphorsulfonate With potassium carbonate In dichloromethane; water pH=8.9; Stage #2: In dichloromethane; cyclohexane at 20 - 50℃; for 8h; Reagent/catalyst;	93.2%

: 357-57-3
brucine

: 5872-08-2
10-camphorsufonic acid

A: 3144-16-9
(1S)-10-camphorsulfonic acid

B: 35963-20-3
(R)-10-camphorsulfonic acid

...Expand

: 5872-08-2
10-camphorsufonic acid

: 35963-20-3
(R)-10-camphorsulfonic acid

Conditions

Conditions	Yield
With hydrogenchloride; d-phenylglycine
With brucine

: 76-26-6, 3144-16-9, 5872-08-2, 35963-20-3
camphor-10-sulfonic acid

: 35963-20-3
(R)-10-camphorsulfonic acid

brucine salt of/the/ -β-sulfonic acid: brucine salt of/the/ -β-sulfonic acid

: 35963-20-3
(R)-10-camphorsulfonic acid

Conditions

Conditions	Yield
man zerlegt das in der Mutterlauge vom Brucinsalz der d-Saeure vorgekommene Salz mit Barytwasser;

l-camphor: l-camphor

: 35963-20-3
(R)-10-camphorsulfonic acid

Conditions

Conditions	Yield
With sulfuric acid; acetic anhydride

: 7647-01-0
hydrogenchloride

: 2935-35-5
(S)-2-phenylglycine

: 5872-08-2
10-camphorsufonic acid

A: 3144-16-9
(1S)-10-camphorsulfonic acid

B: 35963-20-3
(R)-10-camphorsulfonic acid

...Expand

: 82509-30-6
d-camphor β-sulphonate ammonium salt

: 35963-20-3
(R)-10-camphorsulfonic acid

Conditions

Conditions	Yield
In water; 4-methyl-2-pentanone at 80 - 117℃; Inert atmosphere;

: 5872-08-2
10-camphorsufonic acid

A: 3144-16-9
(1S)-10-camphorsulfonic acid

B: 35963-20-3
(R)-10-camphorsulfonic acid

Conditions

Conditions	Yield
With barium(II) perchlorate In methanol Solvent; Reagent/catalyst; Resolution of racemate;

: 35963-20-3
(R)-10-camphorsulfonic acid

: 59543-81-6
4-(1H-imidazol-1-yl)-2-butanone

: 1-(3'-oxobutyl)imidazolium (+)-camphor-10-sulfonate

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 2h; Inert atmosphere;	100%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 603-33-8
triphenylbismuthane

: Bi(3+)*3C10H15O4S(1-)

Conditions

Conditions	Yield
In neat (no solvent) at 85℃; for 4h;	100%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 121352-80-5, 121422-48-8
(2S*,3R*,3'R*,4'R*)-2-(3',4'-epoxy-5'-hexenyl)tetrahydropyran-3-ol

: 121352-81-6
((1R,4S)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonic acid (1R,2R)-2-hydroxy-4-((2S,3R)-3-hydroxy-tetrahydro-pyran-2-yl)-1-vinyl-butyl ester

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	98%

: 855473-48-2
(R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate

: 35963-20-3
(R)-10-camphorsulfonic acid

: 676-58-4
methylmagnesium chloride

: (R,E)-2-[2-(3-{3-[2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-mercapto-propyl)-phenyl]-propan-2-ol (R)-camphorsulfonate

Conditions

Conditions	Yield
Stage #1: methylmagnesium chloride With cerium(III) chloride In tetrahydrofuran at -20 - 25℃; for 1.75h; Stage #2: (R,E)-methyl 2-(3-(acetylthio)-3-(3-(2-(7-chloroquinolin-2-yl)vinyl)phenyl)propyl)benzoate In tetrahydrofuran; toluene at -20℃; for 0.5h; Stage #3: (R)-10-camphorsulfonic acid	97.65%

...Expand

: 35963-20-3
(R)-10-camphorsulfonic acid

: 20667-12-3
silver(l) oxide

: 99147-14-5
silver (1R)-(-)-camphor-10-sulfonate

Conditions

Conditions	Yield
In water an aq. soln. of the camphorsulfonic acid was treated with silver oxide; stirring for 5 min;; centrifugation and decantation; the supernatant was evapd. to dryness; the residue was washed with cold H2O and dried under vac.;;	96.7%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 35963-20-3
(R)-10-camphorsulfonic acid

: [hydroxy[((1R)-10-camphorylsulfonyl)oxy]iodo]benzene

Conditions

Conditions	Yield
for 0.00555556h; Microwave irradiation; neat (no solvent);	94%
for 0.166667h;	91%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 41018-45-5
naphthalen-1-yl-λ3-iodanediyl diacetate

: C20H23IO5S

Conditions

Conditions	Yield
for 0.166667h;	94%

: 639489-84-2
TC-5619

: 35963-20-3
(R)-10-camphorsulfonic acid

: 1111941-97-9
(2S,3R)-N-(2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]oct-3-yl)benzofuran-2-carboxamide R-camphorsulfonate

Conditions

Conditions	Yield
In ethanol Heating / reflux;	93.8%

: 931-53-3
Cyclohexyl isocyanide

: 35963-20-3
(R)-10-camphorsulfonic acid

: N-cyclohexyl-C-(7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide

Conditions

Conditions	Yield
With water In dichloromethane at 20℃; for 0.333333h;	93%

: 225382-63-8
[2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine

: 35963-20-3
(R)-10-camphorsulfonic acid

: C20H17N5S*C10H16O4S

Conditions

Conditions	Yield
In tetrahydrofuran; methanol; dichloromethane Large scale;	93%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 35963-20-3
(R)-10-camphorsulfonic acid

: (R)-C-(7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-N-tert-butylmethanesulfonamide

Conditions

Conditions	Yield
With water In dichloromethane at 20℃; for 0.333333h;	92%

: 82789-35-3
methyl-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate

: 35963-20-3
(R)-10-camphorsulfonic acid

: 1375000-23-9
(1R,3R)-1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic methyl ester (1R)-10-camphorsulfonic acid salt

Conditions

Conditions	Yield
In nitromethane at 0℃; Reflux;	92%

: 35963-20-3
(R)-10-camphorsulfonic acid

: dimethyl 2-((fluoromethyl)(phenyl)-l4-sulfaneylidene)malonate

: fluoromethyl ((1R,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonate

Conditions

Conditions	Yield
In acetone at 40℃; for 0.0833333h; Schlenk technique; Inert atmosphere;	92%

: 1520-21-4
4-vinyl benzylamine

: 35963-20-3
(R)-10-camphorsulfonic acid

: C10H16O4S*C8H9N

Conditions

Conditions	Yield
In methanol; isopropyl alcohol at 0℃; for 1.5h;	92%

: 760937-92-6
((2S,4S)-4-(4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl)pyrrolidin-2-yl)(1,3-thiazolidin-3-yl)methanone

: 35963-20-3
(R)-10-camphorsulfonic acid

: 3-{(2S,4S)-4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolidin-2-ylcarbonyl}thiazolidine di-(-)-camphorsulfonate

Conditions

Conditions	Yield
In tetrahydrofuran; tert-butyl methyl ether at 20℃; for 1h;	91%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 72597-34-3
(+/-)-10-Camphorsulfonamide

Conditions

Conditions	Yield
With ammonium hydroxide In dichloromethane at 0℃; for 2h;	90%
Stage #1: (R)-10-camphorsulfonic acid With thionyl chloride In chloroform for 17h; Heating / reflux; Stage #2: With ammonia In chloroform; water at 4 - 20℃; for 4h;	83%
Multi-step reaction with 2 steps 1: 80.5 percent / PCl5 / 1 h at 0 deg C and 2 h at r.t. 2: 74 percent / NH3 / toluene / 0 °C View Scheme

: 120-57-0
piperonal

: 35963-20-3
(R)-10-camphorsulfonic acid

: 7303-49-3
DL-tryptophan methyl ester

: 1375000-23-9
(1R,3R)-1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic methyl ester (1R)-10-camphorsulfonic acid salt

Conditions

Conditions	Yield
In nitromethane at 0 - 30℃; Reflux;	90%

...Expand

: 35963-20-3
(R)-10-camphorsulfonic acid

: 75276-67-4
1-(2-methyl-3-chlorophenyl)-4,6-dimethylpyrimidin-2(1H)-thione

: 75276-78-7
1-(2-methyl-3-chlorophenyl)-4,6-dimethyl-2-thioxo-1,2-dihydropyrimidinium D-camphor-10-sulphonate

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	89%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 83391-98-4, 83435-51-2, 106036-93-5
1-β-dimethylaminoethyl-3,3-bis(trifluoromethyl)diaziridine

: 83429-30-5
[2-(3,3-Bis-trifluoromethyl-diaziridin-1-yl)-ethyl]-dimethyl-amine; compound with ((1R,4S)-7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonic acid

Conditions

Conditions	Yield
In isopropyl alcohol at 0℃; for 24h;	88.1%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 113665-84-2
(S)-(+)-clopidogrel

: clopidogrel (1R)-(-)-camphor-10-sulfonate

Conditions

Conditions	Yield
In acetone at 20℃; for 12h;	88%
In acetone at 20℃; for 4h;	86%
In acetone at 25 - 56℃; for 2.5h;	85.25%
In ethyl acetate at 20℃; for 2h; Product distribution / selectivity;
In acetone at 20℃; for 2h; Product distribution / selectivity;

: 35963-20-3
(R)-10-camphorsulfonic acid

: C22H27FN4O3

: C10H16O4S*C17H19FN4O

Conditions

Conditions	Yield
In water; acetonitrile at 60℃; for 4.5h; Solvent; Inert atmosphere; Large scale;	88%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 28899-97-0
triphenylbismuth(V) diacetate

: triphenylbismuth bis[(1R)-(-)-camphor-10-sulfonate]

Conditions

Conditions	Yield
In acetonitrile addn. of soln. of (1R)-(-)-camphor-10-sulfonic acid (2 equiv.) in MeCN to soln. of Bi(OAc)2Ph3 (1 equiv.) in MeCN; reflux with stirring for 1 h; filtration, removal of solvent under reduced pressure, recrystn. from CH2Cl2-Et2O-pentane; elem. anal.;	86%

: 35963-20-3
(R)-10-camphorsulfonic acid

: [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonyl azide

Conditions

Conditions	Yield
With sodium azide; trichloroacetonitrile; triphenylphosphine In acetonitrile at 20℃; for 2h;	86%

: 6290-03-5
(R)-butane-1,3-diol

: 35963-20-3
(R)-10-camphorsulfonic acid

: 91-00-9
Benzhydrylamine

: (2S)-1-(diphenylmethyl)-2-methylazetidinium [(1R,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonate

Conditions

Conditions	Yield
Stage #1: (R)-butane-1,3-diol With trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine In acetonitrile at -35 - -30℃; for 3.83333h; Inert atmosphere; Stage #2: Benzhydrylamine In acetonitrile at -35 - 45℃; for 2.66667h; Stage #3: (R)-10-camphorsulfonic acid In methanol at 10 - 20℃; for 0.25h;	86%
Stage #1: (R)-butane-1,3-diol With trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine In acetonitrile at -35 - -30℃; for 0.833333h; Stage #2: (R)-10-camphorsulfonic acid; Benzhydrylamine In acetonitrile at -30 - 45℃;	65%

...Expand

: 35963-20-3
(R)-10-camphorsulfonic acid

: 112101-81-2
5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

: 906338-31-6
C10H16N2O3S*C10H16O4S

Conditions

Conditions	Yield
In water; isopropyl alcohol at 0 - 4℃; for 1.5h; Product distribution / selectivity; Heating / reflux;	85.65%

: (R)-5-(2-aminoethyl)-1-(6,8-difluorochroman-3-yl)-1,3-dihydroimidazole-2-thione

: 35963-20-3
(R)-10-camphorsulfonic acid

: (R)-5-(2-aminoethyl)-1-(6,8-difluorochroman-3-yl)-1,3-dihydroimidazole-2-thione camphorsulfonate

Conditions

Conditions	Yield
In methanol at 20 - 50℃; for 2h; Product distribution / selectivity; Heating / reflux;	85%
In methanol; ethyl acetate at 20 - 50℃; for 2h; Product distribution / selectivity; Heating / reflux;
In methanol; isopropyl alcohol at 20 - 50℃; for 2h; Product distribution / selectivity; Heating / reflux;

: 1445-45-0
Trimethyl orthoacetate

: 35963-20-3
(R)-10-camphorsulfonic acid

: 83603-04-7
methyl 1R-(-)-10-camphorsulphonate

Conditions

Conditions	Yield
In dichloromethane at 20℃;	85%
at 20℃;	85%

: 391-77-5
4-Chloro-6-fluoroquinoline

: 17159-79-4
ethyl 4-oxocyclohexane-1-carboxylate

: 35963-20-3
(R)-10-camphorsulfonic acid

: 4-(6-fluoroquinolin-4-yl)cyclohexan-1-one ((1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonate

Conditions

Conditions	Yield
Stage #1: ethyl 4-oxocyclohexane-1-carboxylate; (R)-10-camphorsulfonic acid In ethylene glycol; toluene at 60℃; for 4h; Inert atmosphere; Dean-Stark; Large scale; Stage #2: 4-Chloro-6-fluoroquinoline With sodium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide; toluene at -20℃; for 3h; Large scale; Stage #3: In ethylene glycol Temperature; Large scale;	84.8%

...Expand

: 35963-20-3
(R)-10-camphorsulfonic acid

: 90055-48-4
clopidogrel

: (+)-clopidogrel camphorsulfonic acid

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 20℃; for 53h; Product distribution / selectivity;	84.7%
In ethyl acetate at 20℃; for 53h; Product distribution / selectivity;	83.8%
In isopropyl alcohol at 20 - 35℃; for 53h; Product distribution / selectivity;	82.9%

L(-)-Camphorsulfonic acid Chemical Properties

Synonyms: (1r)-[7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulphonic acid;(1R)-(-)-10-CAMPHORSULFONIC ACID; (1R)-(-)-CAMPHOR-10-SULPHONIC ACID;(1R)-(-)-CAMPHOR-10-SULFONIC ACID;(1R)-CAMPHOR-10-SULFONIC ACID;(1R)-(-)-CAMPHORSULFONIC ACID;
(-)-10-CAMPHORSULFONIC ACID;(-)-CAMPHOR-10-SULPHONIC ACID ;(-)-10-CAMPHORSULFONIC ACID;(-)-CAMPHOR-10-SULPHONIC ACID ;
Molecular formula: C₁₀H₁₆O₄S
Molecular Weight: 232.3
Molecular Structure :

EINECS: 252-817-9
Melting point: 198 °C (dec.)(lit.)
alpha: -22^o (c=20,H₂O)
refractive index : -21.5 ^° (C=5, H₂O)
storage temp.:2-8^°C
Water Solubility:soluble
Sensitive:Hygroscopic

L(-)-Camphorsulfonic acid Safety Profile

Hazard Codes:

C
The Risk Statements information of L(-)-Camphorsulfonic acid:
34: Causes burns
The Safety Statements information of L(-)-Camphorsulfonic acid:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
27: Take off immediately all contaminated clothing
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
24/25: Avoid contact with skin and eyes
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR:UN 3261 8/PG 2
WGK Germany:3
F:3-10
HazardClass:8

Product Name

(1R)-(-)-10-Camphorsulfonic acid

Synthetic route

L(-)-Camphorsulfonic acid Chemical Properties

L(-)-Camphorsulfonic acid Safety Profile

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