N-Cbz-D-serine, CAS No. 6081-61-4

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6081-61-4

Catalog No. EBD2204649

CAS 6081-61-4

Name N-Cbz-D-serine

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Basic Information

Synonyms: (R)-N-(benzyloxycarbonyl)-2-amino-3-hydroxypropionicacid N-Cbz-D-serine (2R)-2-(Benzyloxycarbonyl)-3-hydroxypropanoicacid (2R)-3-Hydroxy-2-[(phenylmethoxy)carbonylamino]propionicacid (2R)-3-Hydroxy-2-[(phenylmethoxy)carbonylamino]propanoicacid (R)-2-(Benzyloxycarbonyl)-3-hydroxypropanoicacid (R)-3-Hydroxy-2-[(phenylmethoxy)carbonylamino]propionicacid D-Serine,N-[(phenylmethoxy)carbonyl]- D-serine,N-benzyloxycarbonyl- N-(Benzyloxycarbonyl)-D-serine Z-D-Ser-OH Cbz-D-serine

Molecular Formula: C11H13NO5

Molecular Weight: 239.22

MDL Number: MFCD00063144

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

Product Description:

N-Carbobenzoxy-D-serine is a chiral amino acid derivative where the amino group of D-serine is protected by a carbobenzoxy (Cbz) group. This white to off-white crystalline powder is a key building block in organic synthesis, particularly valued for its D-configuration at the alpha-carbon. Its primary application is in the pharmaceutical industry as a crucial chiral intermediate for the synthesis of peptides and peptidomimetics. The Cbz protecting group is stable under many reaction conditions but can be selectively removed via catalytic hydrogenation or acidic conditions (e.g., HBr/AcOH), making it a standard tool in solid-phase and solution-phase peptide synthesis. It is specifically used in the preparation of complex bioactive molecules, including antibiotics and enzyme inhibitors that require the D-serine residue. The compound should be stored in a cool, dry place, protected from light. Standard safety precautions for handling fine chemicals should be observed, including the use of personal protective equipment to avoid inhalation or skin contact.

Physical Properties

Melting Point: 116-119°C

Boiling Point: 487.5 °C at 760 mmHg

Flash Point: 248.6 °C

Density: 1.354 g/cm3

Refractivity: -6 ° (C=6, AcOH)

Storage: Store at RT.