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298352

Sigma-Aldrich

(1S)-(−)-2,10-Camphorsultam

98%

Synonym(s):
(−)-10,2-Camphorsultam, (−)-exo-10,2-Bornanesultam, (1S,5R)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide, [3aS-(3aα,6α,7aβ)]-hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide
Empirical Formula (Hill Notation):
C10H17NO2S
CAS Number:
Molecular Weight:
215.31
Beilstein:
83811
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

optical activity

[α]19/D −32°, c = 5 in chloroform

mp

181-183 °C (lit.)

SMILES string

[H][C@@]12CC[C@]3(CS(=O)(=O)N[C@@H]3C1)C2(C)C

InChI

1S/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8-,10-/m1/s1

InChI key

DPJYJNYYDJOJNO-NQMVMOMDSA-N

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376612318361C352
(1S)-(−)-Camphor 95%

Sigma-Aldrich

C352

(1S)-(−)-Camphor

assay

98%

assay

96%

assay

99%

assay

95%

form

solid

form

-

form

-

form

powder

optical activity

[α]19/D −32°, c = 5 in chloroform

optical activity

[α]20/D +22°, c = 1 in methanol

optical activity

[α]19/D −34°, c = 1 in chloroform

optical activity

-

mp

181-183 °C (lit.)

mp

129-132 °C (lit.)

mp

228-230 °C (lit.)

mp

177-179 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

General description

(1S,2R,4R)-(−)-2,10-Camphorsultam may be employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids.

Application

(1S)-(−)-2,10-Camphorsultam may be used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It may be used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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