ChemicalBook > CAS DataBase List > (1S)-(-)-CAMPHORSULFONYLIMINE

(1S)-(-)-CAMPHORSULFONYLIMINE

Product Name: (1S)-(-)-CAMPHORSULFONYLIMINE
CAS No.: 60886-80-8
Chemical Name: (1S)-(-)-CAMPHORSULFONYLIMINE
Synonyms: 97.0%(N);Bornanesultam;SCamphorsulfonylimine;(-)-10-Camphorsulfonimine;D-(-)-CAMPHORSULFONYL IMINE;(-)-10-Camphorsulfonylimine;(1S)-(-)-CAMPHORSULFONYLIMINE;(IS)-(-)-Camphorsulfonylimine;(-)-10-Camphorsulfonimine >(S)-(-)-10-Camphorsulfonylimine
CBNumber: CB8404363
Molecular Formula: C10H15NO2S
Formula Weight: 213.3
MOL File: 60886-80-8.mol

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(1S)-(-)-CAMPHORSULFONYLIMINE Property

Melting point:: 228-230 °C (lit.)
Boiling point:: 337℃
Density: 1.50
refractive index: -31 ° (C=2, CHCl3)
Flash point:: 158℃
storage temp.: Sealed in dry,Room Temperature
solubility: Acetone, Dichloromethane, Hot Methanol
form: Solid
pka: -1.63±0.40(Predicted)
color: White Cyrstalline
optical activity: [α]19/D 34°, c = 1 in chloroform
BRN: 85296
CAS DataBase Reference: 60886-80-8(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2934.99.9001

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 318361
Product name: (1S)-(?)-Camphorsulfonylimine
Purity: 99%
Packaging: 1g
Price: $47.2
Updated: 2025/07/31

TCI Chemical

Product number: C1393
Product name: (-)-10-Camphorsulfonimine
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $111
Updated: 2025/07/31

TRC

Product number: C175085
Product name: (1S)-(-)-(10-Camphorsulfonyl)imine
Packaging: 500mg
Price: $50
Updated: 2021/12/16

TRC

Product number: C175085
Product name: (1S)-(-)-(10-Camphorsulfonyl)imine
Packaging: 2g
Price: $95
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC19655
Product name: (1S)-(-)-(10-Camphorsulfonyl)imine
Packaging: 500mg
Price: $65
Updated: 2021/12/16

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(1S)-(-)-CAMPHORSULFONYLIMINE Chemical Properties,Usage,Production

Chemical Properties

White Cyrstalline Solid

Uses

A useful synthetic intermediate. Used for asymmetric hydroxylation.

Uses

(1S)-(-)-Camphorsulfonylimine is a useful synthetic intermediate. Used for asymmetric hydroxylation

Synthesis

213914-68-2

213914-70-6

94594-90-8

60886-80-8

In a round bottom flask, 40.00 g (0.105 mol) of (3aS,6R,7aR)-1-[(2S)-2-allyl octanoyl]-8,8-dimethylhexahydro-3a,6-methanol-2,1-benzisothiazole-2,2-dioxide and 160 ml of diethylene glycol dimethyl ether were added, and the mixture was cooled to 17 °C while nitrogen was passed through the mixture to maintain the oxygen concentration below 5% until the end of the reaction. Subsequently, 0.51 g (0.005 mol) of 35% hydrogen peroxide solution was added, followed by the simultaneous dropwise addition of 15.79 g (0.162 mol) of 35% aqueous hydrogen peroxide solution and 19.61 g (0.168 mol) of 48% aqueous potassium hydroxide solution at 17°C. After the reaction lasted for 1 h, stirring was continued for 2 h at 17 °C and the completion of the reaction was monitored by HPLC. Subsequently, 21.14 g (0.168 mol) of sodium sulfite was dissolved in 110 ml of water and added to the reaction mixture, and 58.97 g (0.566 mol) of 35% hydrochloric acid was added dropwise at room temperature, with completion of the dropwise addition within 1 hour at a controlled temperature ranging from 5 to 12 °C. After heating the mixture to 21 °C and stirring for 35 min, 200 ml of methyl tert-butyl ether was added and stirred for 10 min, the aqueous layer was separated and discarded. The organic layer was washed with brine solution (1.60 g NaCl dissolved in 200 ml tap water), then 2.40 g n-heptane and brine solution of the same formulation were added, stirred for 15 min and the aqueous layer was separated and discarded, and the completion of washing was confirmed by GC. The organic layer was concentrated under atmospheric pressure, 240 ml of n-heptane was added and continued to be concentrated under vacuum to about 160 ml. The residue was cooled to 0-10 °C and stirred for 30 min, the crystals were collected by filtration, washed with 40 ml of n-heptane and dried under reduced pressure to give 6.48 g of camphorsulfonylactam (yield 28.7%, GC purity 98.23%). The filtrate was concentrated under reduced pressure and n-heptane was added to give 72.17 g (0.105 mol) of (2S)-2-(2-propenyl)octanoic acid/heptane solution. Further treatment gave 20.29 g of cyclohexylamine salt of (2S)-2-(2-propenyl)octanoic acid (82.1% yield, 100% optical purity).

References

[1] Patent: US2009/118542, 2009, A1. Location in patent: Page/Page column 6

(1S)-(-)-CAMPHORSULFONYLIMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (1S)-(-)-CAMPHORSULFONYLIMINE manufacturers

Career Henan Chemical Co

Product: (1S)-(-)-CAMPHORSULFONYLIMINE 60886-80-8
Price: US $9.80/KG
Min. Order: 1g
Purity: ≥99%
Supply Ability: 100kg
Release date: 2020-01-08

60886-80-8, (1S)-(-)-CAMPHORSULFONYLIMINERelated Search:

N-ACETYL-(2S)-BORNANE 10,2-SULTAM (+)-10-CAMPHORSULFONIMINE (1S)-(-)-Camphorsulfonylimine, 98+% 2-Ethyl-1-hexanethiol (1S)-(-)-CAMPHORSULFONYLIMINE Ethanesulfonamide 3-METHYL-1-BUTANETHIOL 2-METHYL-1-BUTANETHIOL Isobutylmercaptan 1,1,3-TRIMETHYLCYCLOPENTANE 1-PENTANESULFONAMIDE 4-04-00-00045 (Beilstein Handbook Reference) 1-HEXANESULFONAMIDE PROPANE-1-SULFONAMIDE 2,2,3,3-TETRAMETHYLPENTANE 1-HEPTANESULFONAMIDE CYCLOHEXYLMETHYL MERCAPTAN (1S)-(-)-3-OXOCAMPHORSULFONYLIMINE 98+%

(7S)-(-)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE 3,3-DIOXIDE

(7S)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE-3,3-DIOXIDE

(7S)-(-)-10,10-DIMETHYL-5-THIA-4-AZATRICYCLO[5.2.1.0(3,7)]DEC-3-ENE-5,5-DIOXIDE

(3AS)-(-)-4,5,6,7-TETRAHYDRO-8,8-DIMETHYL-3H-3A,6-METHANO-2,1-BENZISOTHIAZOLE 2,2-DIOXIDE

(3AS)-4,5,6,7-TETRAHYDRO-8,8-DIMETHYL-3H-3A,6-METHANO-2,1-BENZISOTHIAZOLE-2,2-DIOXIDE

(1S)-(-)-CAMPHORSULFONYLIMINE

(1S)-(-)-(10-CAMPHORSULFONYL)IMINE

3H-3a,6-Methano-2,1-benzisothiazole, 4,5,6,7-tetrahydro-8,8-dimethyl-, 2,2-dioxide, (3aS,6R)-

(1s)-(-)-10,10-dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene 3,3-dioxide

D-(-)-CAMPHORSULFONYL IMINE

(7S)-10,10-dimethyl-5-thia-4-azatricyclo-(5.2.1.0

Bornanesultam

SCamphorsulfonylimine

(1S)-(-)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene 3,3-dioxide, (3aS)-(-)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide

(1R,7S)-10,10-Dimethyl-5-thia-4-azatricyclo[5.2.1.03,7]deca-3-ene 5,5-dioxide

(IS)-(-)-Camphorsulfonylimine

(-)-10-Camphorsulfonylimine

(3aS,6R)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

(7S)-(-)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0(1,5)]dec-4-ene 3,3-Dioxide (3aS)-(-)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-Dioxide

D-(-)-CAMPHORSULFONYL IMINE FOR SYNTHESI

(3aS,6R)-8,8-DiMethyl-4,5,6,7-tetrahydro-3H-3a,6-Methanobenzo[c]isothiazole 2,2-dioxide

6,10-Dibenzyl-N,N'-dimethyl-N,N,N',N'-tetrakis(4-methylbenzyl)-1,4-dioxaspiro[4.5]decane-(2R,3R)-diylbis(methylammonium)Tetrafluoroborate[=(R,R)-TaDiAS-2nd]&gt

(-)-10-Camphorsulfonimine &gt

(S)-Benzyl-2-[4-(trifluoromethyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazolium Tetrafluoroborate &gt

97.0%(N)

(S)-(-)-10-Camphorsulfonylimine

(-)-10-Camphorsulfonimine

(1<i>S</i>)-(?)-Camphorsulfonylimine

60886-80-8

Asymmetric Synthesis

Chiral Building Blocks

Terpenes

Bicyclic Monoterpenes

Organic Building Blocks

Sulfonimides/Sulfinimides

Sulfur & Selenium Compounds

Chiral Reagents

Bicyclic Monoterpenes

Biochemistry

Terpenes

Chiral Compound

Intermediates & Fine Chemicals

Pharmaceuticals