BOC-O-BENZYL-L-SERINOL

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Cat Number

INT120349759

CAS Number

120349-75-9

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CAS Number

120349-75-9

Synonyms

(R)-(+)-3-BENZYLOXY-2-(TERT-BUTOXYCARBONYLAMINO)-1-PROPANOL;N-BOC-L-SER(BZL)-OL;N-BOC-L-SER(BZL)-OL-N-BOC-(R)-2-AMINO-3-BENZYLOXY-1-PROPANOL;N-BOC-(R)-2-AMINO-3-BENZYLOXY-1-PROPANOL;N-ALPHA-T-BOC-O-BENZYL-L-SERINOL

Molecular Formula

C15H23NO4

Molecular Weight

281.35

Smiles

CC(C)(C)OC(=O)N[C@H](CO)COCC1=CC=CC=C1

Melting Point

66-69℃

General Description

BOC-O-BENZYL-L-SERINOL is a protected amino alcohol derivative of L-serine. It features a Boc group on the amine and a benzyl ether on the side-chain hydroxyl, with the carboxylic acid reduced to a primary alcohol.

Mechanism of Action

It serves as a versatile chiral intermediate. The primary alcohol can be further modified while the benzyl group provides stable protection for the side chain, allowing for the construction of serine-derived bioactive molecules and complex heterocyclic systems.

Application

It is primarily used in the synthesis of sphingolipid analogs, protease inhibitors, and other pharmaceutical candidates requiring a chiral serine-derived core.