(R)-(-)-(2-Methylacryloyl)-2,10-camphorsultam Chemical Properties

Melting point:

145 °C

Boiling point:

397.5±25.0 °C(Predicted)

Density 

1.26±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

-14.95±0.40(Predicted)

(R)-(-)-(2-Methylacryloyl)-2,10-camphorsultam Usage And Synthesis

Synthesis

Example 2: Synthesis of (R)-5-methyl-4,5-dihydro-pyrazole-1,5-dicarboxylic acid 1-[(4-chloro-phenyl)-amido]5-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amido} Step 1. Synthesis of (3aS,6R,7aR)-1-methacryloyl-8,8-dimethylhexahydro-3a,6-methylene-2,1-benzisothiazole-2,2-dioxide (1S)-(-)-2,10-camphorsulfonate To a solution of (1S)-(-)-2,10-camphorsulfonamide (1.160 g, 5.388 mmol) in toluene (10 ml) was added sodium hydride (60% oil, 0.323 g, 8.08 mmol). After stirring for 1.5 h, methacryloyl chloride (1.126 g, 10.78 mmol) was added directly to the reaction mixture. The mixture was stirred overnight at room temperature, followed by evaporation of the solvent. The residue was extracted into ethyl acetate, washed with 1N HCl, dried with MgSO4, evaporated in vacuum and purified by chromatography (0-20% EtOAc in hexane solution) to afford the target compound (1.240 g, 81%). 1H NMR (400MHz, DMSO-D6) δ ppm: 0.90 (s, 3H), 1.08 (s, 3H), 1.23 (m, 1H), 1.42 (m, 1H), 1.78 (m, 5H), 1.81 (m, 3H), 3.26 (s, 4H), 3.56 (d, J = 14.04Hz, 1H), 3.77 (d , J = 14.04Hz, 1H), 3.91 (m, 1H), 5.48 (s, 1H), 5.60 (s, 1H).

References

[1] Journal of Organic Chemistry, 2008, vol. 73, # 8, p. 3218 - 3227
[2] Patent: WO2008/65503, 2008, A1. Location in patent: Page/Page column 36
[3] Tetrahedron Asymmetry, 1991, vol. 2, # 12, p. 1359 - 1370

(R)-(-)-(2-Methylacryloyl)-2,10-camphorsultam(116195-15-4)Related Product Information

• (1R)-(-)-(10-Camphorsulfonyl)oxaziridine
• (2R)-Bornane-10,2-sultam
• (1S)-(-)-CAMPHORSULFONYLIMINE
• N-Acryloyl-(2S)-bornane-10,2-sultam
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• N-PROPIONYL-(2S)-BORNANE- 10,2-SULTAM
• (S)-(+)-(2-Methylacryloyl)-2,10-camphorsultam
• (N-Acetyl)-(2S)-bornane-10,2-sultaM
• (1S)-(+)-(Camphorylsulfonyl)oxaziridine
• (2S)-Bornane-10,2-sultam
• (N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM
• (S)-(+)-(2-BUTENOYL)-2 10-CAMPHORSULTAM
• (+)-10-CAMPHORSULFONIMINE
• N-ACETYL-(2S)-BORNANE 10,2-SULTAM