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(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

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Origin: China

Cas No: 1564266-00-7

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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CAS No.: 1564266-00-7 Formula: C18H25N3O2 Molecular Weight: 315.41000

Description

(2’S,2R,trans)-Saxagliptin is an impurity of Saxagliptin; a potent and selective reversible inhibitor of dipeptidyl peptidase-4 (DPP-IV) developed for the treatment of type 2 diabetes.

Basic Info

Chemical Name	(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
Synonyms	saxagliptin; (S)-3-hydroxyadamantylglycine-D-trans-4,5-methanoprolinenitrile;
CAS No.	1564266-00-7
Molecular Formula	C18H25N3O2
Molecular Weight	315.41000
PSA	90.35000
LogP	1.79618

Properties

Melting Point	91 - 93 °C

Synthesis Route

Boc-D-5-hydroxyproline ethyl ester→(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
2-tert-butyl 3-ethyl (1S,3R,5S)-2-azabicyclo[3.1.0]hexane-2,3-dicarboxylate→(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
→(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile

Precursor

1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate

Boc-D-5-hydroxyproline ethyl ester

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