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345350

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

Name: (1<I>S</I>)-(+)-(10-Camphorsulfonyl)oxaziridine
Brand: ALDRICH

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₅NO₃S

CAS Number:

104322-63-6

Molecular Weight:

229.30

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24861312

MDL number:

MFCD21332910

Beilstein/REAXYS Number:

6274370

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Properties

form

solid

Quality Segment

200

optical activity

[α]28/D +45°, c = 2 in chloroform

impurities

<1% toluene

mp

172-174 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1(C)[C@@H]2CC[C@]13CS(=O)(=O)N4O[C@@]34C2

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

Description

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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