(1R)-(+)-2,10,Camphorsultam L-(+)-樟脑内磺酰胺
CAS 108448-77-7 MFCD00151762
化学结构图
SMILES: CC1(C)[C@H]2C[C@H]3NS(=O)(=O)C[C@@]13CC2
化学属性
| Mol. Formula | C10H17NO2S |
|---|---|
| Mol. Weight | 215.31 |
| Melting Point | 182 |
| TSCA | No |
| Refractive index | 31 ° (C=1, CHCl3) |
| Density | 1.28 |
别名和识别编码
| Chemical Name | (1R)-(+)-2,10,Camphorsultam |
|---|---|
| Synonym | (+)-EXO-10,2-BORNANESULTAM (1R,2S)-(+)-10,2-Camphorsultam (2S)-(+)-Bornane-10,2-sultam (+)-L-2,10-CAMPHORSULTAM (1R,5S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-Dioxide (+)-exo-10,2-莰烷磺内酰胺 (1R,5S)-10,10-二甲基-3-硫杂-4-氮三环[5.2.1.01,5]癸烷-3,3-二氧化物 (1R)-(+)-2,10-CAMPHORSULTAM [3aR-(3aalpha,6alpha,7abeta)]-Hexahydro-8,8-dimethyl-2,2-dioxide-3H-3a,6-methano-2,1-benzisothiazole (1R,2S)-(+)-2,10-CAMPHORSULTAM (+)-10,2-樟脑磺内酰胺 (+)-exo-10,2-Bornanesultam, (1R,5S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide |
| MDL Number | MFCD00151762 |
| Beilstein Registry Number | 4675755 |
| CAS Number | 108448-77-7 |
| PubChem Substance ID | 87566337 |
| Chemical Name Translation | L-(+)-樟脑内磺酰胺 |
| InChIKey | DPJYJNYYDJOJNO-UHFFFAOYSA-N |
| Reaxys-RN | 4675755 |
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分类
- {SNA} Asymmetric Synthesis, Chemical Synthesis, Chiral Auxiliaries, Sulfur-Based
相关文献及参考
- Beilstein: 27,III/IV,1007
- Chiral auxiliary for the asymmetric Baylis-Hillman reaction (see 1,4-Diazabicyclo[2.2.2]octane, A14003): J. Am. Chem. Soc., 119, 4317 (1997).
- N-Acryloyl derivatives undergo enantioselective cycloaddition reactions: Helv. Chim. Acta, 67, 1397 (1984); Tetrahedron, 43, 1969 (1987). Hydrogenation of N-acryloyl derivatives proceeds with high diastereoselectivity: Tetrahedron Lett., 27, 183 (1986); Helv. Chim. Acta, 69, 1542 (1986), 69, 1817 (1986); 70, 1666 (1987). Induces asymmetric conjugate addition of Grignard reagents to N-acryloyl derivatives: Helv. Chim. Acta, 70, 2201 (1987). In the presence of strong bases, N-acyl derivatives undergo stereoselective alkylation: Tetrahedron Lett., 30, 5603 (1989); or aldol-type condensation reactions with aldehydes: J. Am. Chem. Soc., 112, 2767 (1990); Tetrahedron Lett., 32, 61 (1991).
- Versatile chiral auxiliary introduced by Oppolzer. Review: Tetrahedron, 49, 293 (1993). The N-acyl derivatives undergo various transformations in a highly enantioselective manner:
安全信息
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S37 Wear suitable gloves 戴适当手套；
- S36 Wear suitable protective clothing 穿戴适当的防护服；
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
GHS Symbol
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P305+P351+P338
- P332+P313
- P305+P351+P338+P337+P313
- H315 Causes skin irritation 会刺激皮肤
- H319 Causes serious eye irritation 严重刺激眼睛
- H335 May cause respiratory irritation 可能导致呼吸道刺激
其他信息
- Acros Organics:(2S)-Bornane-10,2-sultam, 99+%, (99+% ee)(108448-77-7)
- MOL 文件:108448-77-7.mol
- Alfa Aesar:(1R,2S)-(+)-2,10-樟脑内磺酰胺,99% (1R,2S)-(+)-10,2-Camphorsultam, 99%(108448-77-7)
- L-(+)-樟脑内磺酰胺价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 C1324 (+)-10,2-樟脑磺内酰胺 (+)-10,2-Camphorsultam 5G 2590元 2011/04/16 C1324 (+)-10,2-樟脑磺内酰胺 (+)-10,2-Camphorsultam 1G 862元 2010/06/21 374010010 L-(+)-樟脑内磺酰胺 (2S)-Bornane-10,2-sultam 98% 1 GR 1061元
- TCI Shanghai:(+)-10,2-樟脑磺内酰胺 (+)-10,2-Camphorsultam,>;97.0%(GC)(108448-77-7)
- 比旋光度:33 ° (c=4.9, CHCl3)
- Sigma Aldrich:108448-77-7(sigmaaldrich)
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