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07858

Sigma-Aldrich

(R)-(−)-3-Amino-1-Boc-piperidine

≥98.0% (TLC)

Synonym(s):

(R)-1-Boc-3-piperidinamine, tert-Butyl (R)-3-amino-1-piperidinecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C10H20N2O2
CAS Number:
Molecular Weight:
200.28
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (TLC)

optical activity

[α]/D -28.5±2°, c = 1 in DMF

SMILES string

CC(C)(C)OC(=O)N1CCC[C@@H](N)C1

InChI

1S/C10H20N2O2/c1-10(2,3)14-9(13)12-6-4-5-8(11)7-12/h8H,4-7,11H2,1-3H3/t8-/m1/s1

InChI key

AKQXKEBCONUWCL-MRVPVSSYSA-N

General description

(R)-3-Amino-1-Boc-piperidine can be used as a precursor for the preparation of dipeptidyl peptidase IV inhibitors like linagliptin, alogliptin, and other antidiabetic agents.

Application

(R)-3-Amino-1-Boc-piperidine can be used to prepare a benzoxazepine derivative named (R)-7-(3,5-dimethoxyphenyl)-N-(piperidin-3-yl)-4-propionyl-2,3,4,5-tetrahydro-1,4-benzoxazepine-9-carboxamide, a potent CBP/P300 bromodomain inhibitor.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Development of selective CBP/P300 benzoxazepine bromodomain inhibitors
Popp TA, et al.
Journal of Medicinal Chemistry, 59(19), 8889-8912 (2016)
Asymmetric synthesis of a high added value chiral amine using immobilized ω-transaminases
Petri A, et al.
Beilstein Journal of Organic Chemistry, 15(1), 60-66 (2019)

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