(R)-tert-Butyl 3-hydroxypyrrolidine-1-carboxylate, CAS No. 109431-87-0

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109431-87-0

Catalog No. EBD16188

CAS 109431-87-0

Name (R)-tert-Butyl 3-hydroxypyrrolidine-1-carboxylate

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Basic Information

Synonyms: N-Boc-3-pyrrolidinol 1-Boc-3-hydroxypyrrolidine 1-Pyrrolidinecarboxylicacid,3-hydroxy-,1,1-dimethylethylester tert-butyl3-hydroxypyrrolidine-1-carboxylate tert-Butyl-3-hydroxypyrrolidin-1-carboxylat N-Boc-3-Hydroxypyrrolidine (R)-tert-Butyl3-hydroxypyrrolidine-1-carboxylate

Molecular Formula: C9H17NO3

Molecular Weight: 187.24

MDL Number: MFCD01317838

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(R)-tert-Butyl 3-hydroxypyrrolidine-1-carboxylate is a chiral building block featuring a pyrrolidine ring with a Boc-protected amine and a secondary alcohol group. This compound is a versatile intermediate in organic synthesis, particularly valued for its stereochemistry. Its primary application is in the pharmaceutical industry as a key chiral intermediate for the synthesis of various active pharmaceutical ingredients (APIs). It is notably used in the production of drugs targeting the central nervous system, such as the antipsychotic agent brexpiprazole, and other therapeutic agents where the (R)-3-hydroxypyrrolidine scaffold is a crucial structural motif. The Boc group provides orthogonal protection for the amine, allowing for selective functionalization of the alcohol group during multi-step syntheses. As a readily available chiral synthon, it is widely used in medicinal chemistry research for constructing complex molecules. It is typically handled under standard laboratory conditions, and its stability makes it a common reagent in process chemistry for scale-up production of chiral drugs.

Physical Properties

Melting Point: 62-65 °C(lit.)

Boiling Point: 273.3 °C at 760 mmHg

Flash Point: 119.1 °C

Density: 1.142 g/cm3

Refractivity: -27 ° (C=1, MeOH)

Storage: Store at 0-5°C

Safety Information

Packing Level: III

Hazard Category: 9

Transport Codes: 3077

Analytical Data

Appearance: White to off-white powder