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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

07858-BULK-F:
07858-1G-F:
07858-VAR-F:


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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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