94594-90-8

Basic information

• Product Name: (2R)-Bornane-10,2-sultam
• Synonyms: (-)-EXO-10,2-BORNANESULTAM;(-)-D-2,10-CAMPHORSULTAM;(-)-D-2,10-CAMPHOSULTAM;D(-)-10,2-CAMPHORSULTAME;(2R)-BORNANE-10,2-SULTAM;(1S)-(-)-2,10-CAMPHORSULTAM;(1S)-2,10-CAMPHORSULTAM;(1S,2R)-(-)-2,10-CAMPHORSULTAM
• CAS NO: 94594-90-8
• Molecular Formula: C₁₀H₁₇NO₂S
• Molecular Weight: 215.31
• Product Categories: chiral;Asymmetric Synthesis;Bicyclic Monoterpenes;Biochemistry;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Terpenes;Peptide;Chiral Reagents;Sulfur & Selenium Compounds
• Mol File: 94594-90-8.mol
• Article Data: 44

Chemical Properties

• Melting Point: 183-185 °C
• Boiling Point: 324.8 °C at 760 mmHg
• Flash Point: 150.3 °C
• Appearance: Clear colorless/Liquid
• Density: 1.1469 (rough estimate)
• Vapor Pressure: 0.000239mmHg at 25°C
• Refractive Index: -31 ° (C=1, CHCl3)
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Ethanol, Methanol
• PKA: 11.05±0.40(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 83811
• CAS DataBase Reference: (2R)-Bornane-10,2-sultam(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-Bornane-10,2-sultam(94594-90-8)
• EPA Substance Registry System: (2R)-Bornane-10,2-sultam(94594-90-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 94594-90-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 94594-90-8 differently. You can refer to the following data:
1. (2R)-Bornane-10,2-sultam is a reagent used to make Camphorsultam conjugates.
2. (1S,2R)-(-)-10,2-Camphorsultam is used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It is used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones. It is also employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids. Also used to prepare N-acryloyl derivatives which are employed as dienophiles in asymmetric Diels-Alder reactions. and for other asymmetric transformations.
3. (1S)-(?)-2,10-Camphorsultam may be used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It may be used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones.

General Description

(1S,2R,4R)-(?)-2,10-Camphorsultam may be employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids.

InChI:InChI=1/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8-,10+/m0/s1

Upstream product

• 60886-80-8 (1S)-(-)-camphorsulfonylimine 
• 108462-67-5 (2R,3S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2,3-dimethyl-heptan-1-one 
• 108462-67-5 N-<(2S,3S)-2,3-dimethylheptanoyl>bornane-10,2-sultam 
• 121560-19-8 N-<(2S,3S)-2,3-dimethyl-4-pentenoyl>bornane-10,2-sultam 
• 107-18-6 allyl alcohol 
• 153897-28-0 (R)-2-amino-3-cyano-6-methyl-5-(N-oxobornane-10,2-sultam)-4-phenyl-4H-pyran 
• 213914-68-2 N-[(2S)-2-hexyl-4-pentenoyl]-(1S)-(-)-10,2-camphorsultam 
• 380909-50-2 (2S,3R)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-hydroxy-2-methyl-5-trimethylsilanyl-pent-4-yn-1-one 
• 1171159-01-5 BrH*C₁₀H₁₈BrNO₂S 
• 104319-35-9 DL camphor-10-thiazine dioxide 
• 125665-00-1 N-((2R,3S)-3-hydroxy-2-methylpentanoyl)bornane-10,2-sultam 
• 127392-84-1 2-Benzyloxy-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-ethanone 
• 125664-96-2 N-butanoylbornane-10,2-sultam 
• 133705-97-2 ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(3-ethyl-2-trimethylsilanyloxy-isoxazolidin-5-yl)-methanone 

Downstream Products

• 94668-55-0 (1S)-N-crotyl-2,10-camphorsultam 
• 94594-91-9 acrylcamphorsultam 
• 116195-15-4 (3aS,6R,7aR)-1-[(2E)-but-2-enoyl]-8,8-dimethylhexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide 
• 125664-95-1 N-propionyl-(2R)-bornane-(10,2)-sultam 
• 170157-94-5 (1S)-(-)-N-phenyldiazoacetyl 2,10-camphorsultam 
• 181027-09-8 1-(10,10-dimethyl-3,3-dioxo-3χ⁶-thia-4-azatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione 
• 183184-24-9 (S)-9-Benzyloxycarbonyl-2,7-bis(2-methoxycarbonylethyl)-8-methoxycarbonylmethyl-4-methyl-3-[(3aS,7aR)-8,8-dimethyl-S,S-dioxy-3a,6-methanoperhydrobenzo[c]isothiazol-1-yl]carbonylmethyl-4,5-dihydrodipyrrin-1(10H)-one 
• 190448-84-1 (1S,5R,7R)-10,10-Dimethyl-4-((R)-toluene-4-sulfinyl)-3-thia-4-aza-tricyclo[5.2.1.0^1,5]decane 3,3-dioxide 
• 153141-25-4 (1S)-N-(p-methoxycinamoyl)-2,10-camphorsultam 
• 212690-57-8 (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(4-nitro-phenyl)-propenone 
• 109053-73-8 (3aS,6R,7aR)-8,8-dimethyl-1-[(2E)-3-phenylprop-2-enoyl]hexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide 
• 763110-42-5 (2R)-N-[(4Z)-8-benzyloxyocten-1-oyl]bornane-10,2-sultam 
• 532400-23-0 (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-[(R)-2-(4-phenyl-butyl)-2,3-dihydro-benzofuran-4-yl]-propenone 
• 181826-43-7 ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime 

Relevant articles and documents

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