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(1S)-(+)-(10-Camphorsulfonyl)oxaziridine

ALDRICH/345350

Synonym: (1S)-(+)-(Camphorylsulfonyl)oxaziridine; (1S)-(+)-2,N-Epoxy-exo-10,2-bornanesultam

CAS Number: 104322-63-6
Empirical Formula (Hill Notation): C10H15NO3S
Molecular Weight: 229.30
MDL Number: MFCD21332910
Linear Formula: C10H15NO3S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-345350-1G 1 g
$158.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 345350-1G

 

form solid
impurities <1% toluene
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
InChI key GBBJBUGPGFNISJ-YDQXZVTASA-N
mp 172-174 °C (lit.)
optical activity [α]28/D +45°, c = 2 in chloroform
SMILES string CC1(C)[C@@H]2CC[C@]13CS(=O)(=O)N4O[C@@]34C2
storage temp. 2-8°C
Application: (1S)-(+)-(10-Camphorsulfonyl)oxaziridine can be used:
• To convert prochiral ketone enolates into optically active α-hydroxy ketones via enantioselective asymmetric oxidation.
• In the synthesis of thymidine oligonucleotides connected through pyrophosphates.
• In the asymmetric synthesis of proton pump inhibitors like (R)-Rabeprazole sodium and (R)-Lansoprazole sodium from the corresponding DBU salt of prochiral sulfide.
• In the preparation of phosphonoacetate and thiophosphonoacetate oligodeoxynucleotides by oxidizing the corresponding phosphinoacetate.

Packaging: 1 g in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 172-174 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352005

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