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Merck
CN

08416

(S)-4-Benzyloxazolidine-2-thione

≥97.0%

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About This Item

Empirical Formula (Hill Notation):
C10H11NOS
CAS Number:
Molecular Weight:
193.27
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Quality Level

assay

≥97.0%

optical purity

enantiomeric excess: ≥98.0% (HPLC)

mp

63-67 °C

functional group

phenyl

SMILES string

S=C1N[C@H](CO1)Cc2ccccc2

InChI

1S/C10H11NOS/c13-10-11-9(7-12-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,13)/t9-/m0/s1

InChI key

WJSUXYCBZFLXIK-VIFPVBQESA-N

Application

A highly selective and efficient chiral auxiliary which can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Velazquez. F.; Olivo, H. F.
Current Organic Chemistry, 6, 303-303 (2002)
M T Crimmins et al.
Organic letters, 2(6), 775-777 (2001-02-07)
[formula: see text] Asymmetric aldol additions using chlorotitanium enolates of thiazolidinethione propionates proceed with high diastereoselectivity for the "Evans" or "non-Evans" syn product depending on the nature and amount of the base used. With (-)-sparteine as the base, selectivities of

Global Trade Item Number

SKUGTIN
41610-6X100ML04061838232038
320293-PZ04061823810647
320293-1L04061826695791
D186309-500ML04061833560969
D186309-18L-C04061837550317
D186309-4X100ML04061837550362
803071100004022536378114
41610-1L04061838127365
41610-500ML04061838127372
41610-100ML04061838127358
49497-1ML04061838203021
49497-10ML04061838196071
49497-10X1ML04061838196088
D186309-1L04061833560952
D186309-100ML04061833560938
D186309-18L-KL04061833560945
D186309-18L04061837550300
D186309-25ML04061837550348

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