(R)-(1-Hydroxymethyl-3-methyl-butyl)-carbamic acid tert-butyl ester, CAS No. 106930-51-2

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106930-51-2

Catalog No. EBD27875

CAS 106930-51-2

Name (R)-(1-Hydroxymethyl-3-methyl-butyl)-carbamic acid tert-butyl ester

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Basic Information

Synonyms: (R)-(1-Hydroxymethyl-3-methyl-butyl)-carbamicacidtert-butylester (R)-N-(T-BUTOXYCARBONYL)-LEUCINOL R(+)-2-(BOC-AMINO)-4-METHYL-1-PENTANOL N-T-BUTOXYCARBONYL-D-LEUCINOL N-T-BOC-D-LEUCINOL N-ALPHA-T-BOC-D-LEUCINOL N-BOC-D-LEUCINOL BOC-(R)-2-AMINO-4-METHYL-1-PENTANOL tert-butyl[(1R)-1-(hydroxymethyl)-3-methylbutyl]carbamate

Molecular Formula: C11H23NO3

Molecular Weight: 217.31

MDL Number: MFCD00235931

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

Product Description:

N-Boc-D-leucinol is a chiral amino alcohol derivative, specifically the tert-butoxycarbonyl (Boc)-protected form of D-leucinol. It serves as a versatile chiral building block in organic synthesis and pharmaceutical research. Its primary application is as a key chiral intermediate in the synthesis of various bioactive molecules, particularly peptides and peptidomimetics. The Boc-protected amino group and the terminal hydroxyl group provide orthogonal handles for further chemical modifications, enabling its incorporation into complex structures. It is frequently used in the preparation of protease inhibitors, enzyme substrates, and other pharmacologically active compounds that require the specific stereochemistry of D-leucine. As a protected amino alcohol, it is a valuable reagent for introducing the D-leucinol moiety with high enantiomeric purity, making it a staple in medicinal chemistry and asymmetric synthesis laboratories.

Physical Properties

Boiling Point: 319.3 °C at 760 mmHg

Flash Point: 146.9 °C

Density: 0.984 g/cm3