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473049

(1S,4S)-(−)-2-Boc-2,5-diazabicyclo[2.2.1]heptane

Name: (1<I>S</I>,4<I>S</I>)-(−)-2-Boc-2,5-diazabicyclo[2.2.1]heptane
Brand: ALDRICH

95%

Synonym(s):

tert-Butyl (1S,4S)-(−)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₈N₂O₂

CAS Number:

113451-59-5

Molecular Weight:

198.26

NACRES:

NA.22

PubChem Substance ID:

24870862

UNSPSC Code:

12352005

MDL number:

MFCD01569250

Assay:

95%

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Properties

Quality Level

100

assay

95%

optical activity

[α]22/D −44°, c = 1 in chloroform

mp

74-76 °C (lit.)

SMILES string

CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2

InChI

1S/C10H18N2O2/c1-10(2,3)14-9(13)12-6-7-4-8(12)5-11-7/h7-8,11H,4-6H2,1-3H3/t7-,8-/m0/s1

InChI key

UXAWXZDXVOYLII-YUMQZZPRSA-N

Description

Application

(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane may be used in the preparation of 2-boc-5-(4-nitrophenyl)-2,5-diaza-bicyclo[2.2.1]heptane by reacting with p-nitrobenzene.
It may also be used to develop:

indazolylpyrazolo[1,5-a]pyrimidine analogs based B-Raf inhibitors
CCR2 antagonists
α4β2 nicotinic acetylcholine receptor (nAChR) partial agonists
azabicyclic sulfonamide based 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Protocols

GC Analysis of Grob Test Mix SLB IL76i

GC Analysis of Grob Test Mix on SLB®-IL76i

Indazolylpyrazolopyrimidine as highly potent B-Raf inhibitors with in vivo activity.

Wang Xi, et al.

Journal of Medicinal Chemistry, 53(21), 7874-7878 (2010)

Azabicyclic sulfonamides as potent 11?-HSD1 inhibitors.

Shah U, et al.

Bioorganic & Medicinal Chemistry Letters, 20(5), 1551-1554 (2010)

Synthesis and biological evaluation of novel hybrids of highly potent and selective a4?2-Nicotinic acetylcholine receptor (nAChR) partial agonists.

Zhang HK, et al.

European Journal of Medicinal Chemistry, 124, 689-697 (2016)

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Global Trade Item Number

SKU	GTIN
473049-1G	04061826129555
473049-5G	04061832986173