345350
(1S)-(+)-(10-樟脑磺)哑嗪
别名:
(1S)-(+)-(樟脑磺)哑嗪, (1S)-(+)-2,N-环氧基-exo-10,2-莰烷磺内酰胺
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关于此项目
经验公式（希尔记法）:
C10H15NO3S
化学文摘社编号:
分子量:
229.30
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6274370
InChI
1S/C10H15NO3S/c1-8(2)7-3-4-9(8)6-15(12,13)11-10(9,5-7)14-11/h7H,3-6H2,1-2H3/t7-,9+,10+,11?/m1/s1
SMILES string
CC1(C)[C@@H]2CC[C@]13CS(=O)(=O)N4O[C@@]34C2
InChI key
GBBJBUGPGFNISJ-YDQXZVTASA-N
form
solid
optical activity
[α]28/D +45°, c = 2 in chloroform
impurities
<1% toluene
mp
172-174 °C (lit.)
storage temp.
2-8°C
Quality Level
Application
(1S)-(+)-(10-樟脑磺酰)哑嗪可用于：
- 通过不对称氧化将前手性酮烯醇盐转化为旋光α-羟基酮。
- 通过焦磷酸连接的胸苷寡核苷酸合成。
- 从手性硫化物的DBU盐不对称合成质子泵抑制剂，如(R)-雷贝拉唑钠和(R)-兰索拉唑钠。
- 通过氧化相应氧膦基乙酸酯制备膦酰基乙酸酯和硫代膦酰基乙酸酯寡聚脱氧核苷酸。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Chemistry of oxaziridines. 14. Asymmetric oxidation of ketone enolates using enantiomerically pure (camphorylsulfonyl) oxaziridine
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Journal of the American Chemical Society, 112(18), 6679-6690 (1990)
On the synthesis of oligonucleotides interconnected through pyrophosphate linkages
Kistemaker HAV, et al.
European Journal of Organic Chemistry, 2015(27), 6084-6091 (2015)
Davis oxaziridine-mediated asymmetric synthesis of proton pump inhibitors using DBU salt of prochiral sulfide
Mahale RD, et al.
Organic Process Research & Development, 14(5), 1264-1268 (2010)
Douglas J Dellinger et al.
Journal of the American Chemical Society, 125(4), 940-950 (2003-01-23)
Phosphonoacetate and thiophosphonoacetate oligodeoxynucleotides were prepared via a solid-phase synthesis strategy. Under Reformatsky reaction conditions, novel esterified acetic acid phosphinodiamidites were synthesized and condensed with appropriately protected 5'-O-(4, 4'-dimethoxytrityl)-2'-deoxynucleosides to yield 3'-O-phosphinoamidite reactive monomers. These synthons when activated with tetrazole
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