Tert-butyl cis-4-hydroxycyclohexylcarbamate, CAS No. 167081-25-6

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167081-25-6

Catalog No. EBD34115

CAS 167081-25-6

Name Tert-butyl cis-4-hydroxycyclohexylcarbamate

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Basic Information

Synonyms: cis-n-boc-4-amino-cyclohexanol cis-(4-hydroxycyclohexyl)carbamicacidtert-butylester tert-butylcis-4-hydroxycyclohexanecarbamate carbamicacid,(4-hydroxycyclohexyl)-,1,1-dimethylethylester,cis- tert-butyln-(4-hydroxycyclohexyl)carbamate tert-butyln-[(1s,4s)-4-hydroxycyclohexyl]carbamate cis-4-(tert-butoxycarbonylamino)cyclohexanol TERT-BUTYLCIS-4-HYDROXYCYCLOHEXYLCARBAMATE Carbamicacid,N-(cis-4-hydroxycyclohexyl)-,1,1-dimethylethylester

Molecular Formula: C11H21NO3

Molecular Weight: 215.29

MDL Number: MFCD03844614

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

Product Description:

Cis-N-Boc-4-aminocyclohexanol is a chiral organic compound featuring a cyclohexane ring with both a protected amino group (Boc) and a hydroxyl group in a cis configuration. It serves as a versatile and valuable chiral building block in organic synthesis, particularly for the construction of complex molecules with defined stereochemistry. Its primary application is as a key intermediate in pharmaceutical research and development. The cis-1,4-substituted cyclohexane scaffold is a privileged structure found in numerous bioactive molecules. This compound is specifically utilized in the synthesis of various drug candidates, including kinase inhibitors and other therapeutic agents targeting the central nervous system and other disease areas. The presence of both protected amine and alcohol functionalities allows for selective and sequential derivatization. As a Boc-protected amino alcohol, it is a stable, crystalline solid that facilitates handling and purification in multi-step synthetic sequences. Its defined stereochemistry is crucial for imparting desired biological activity in the final target molecules, making it an important tool for medicinal chemists.

Physical Properties

Boiling Point: 337.714 °C at 760 mmHg

Flash Point: 158.044 °C

Density: 1.066 g/cm3