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O-Benzyl-D-serine

O-Benzyl-D-serine is a D-serine-derived amino acid derivative in which the side-chain hydroxyl group is O-benzylated, retaining the amino acid backbone while converting the serine side chain into a benzyl ether. The molecule contains a free amino group and a carboxyl group on the α-carbon framework, with stereochemistry specified as D at the serine center and a benzyl-protected hydroxyl that reduces polarity and suppresses side reactions associated with unprotected alcohols. O-Benzyl-D-serine is used in peptide chemistry and related synthesis as a protected serine building block, supporting chemoselective formation of peptide bonds while providing an ether-protected handle that can be deprotected under appropriate conditions to regenerate the serine hydroxyl for subsequent coupling or functionalization.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP01836

CAS No:10433-52-0

Synonyms/Alias:O-Benzyl-D-serine;10433-52-0;(R)-2-Amino-3-(benzyloxy)propanoicacid;(R)-2-Amino-3-benzyloxypropionicacid;IDGQXGPQOGUGIX-SECBINFHSA-N;H-D-Ser(Bzl)-OH;(2R)-2-amino-3-(benzyloxy)propanoicacid;(R)-2-AMINO-3-BENZYLOXY-PROPIONICACID;AC1L3APS;D-Serine,O-(phenylmethyl)-;13910_ALDRICH;AC1Q5R18;SCHEMBL2037281;13910_FLUKA;Alanine,3-(benzyloxy)-,D-;CTK4A2973;MolPort-001-794-132;ZINC396506;EINECS233-916-6;ANW-15062;AR-1K8717;MFCD00065936;AKOS015888366;AM82237;CB-3189

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M.F/Formula
C10H13NO3
M.W/Mr.
195.2
Abbr
H-D-Ser(Bzl)-OH
InChI
1S/C10H13NO3/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m1/s1
InChI Key
IDGQXGPQOGUGIX-SECBINFHSA-N
Canonical SMILES
C1=CC=C(C=C1)COCC(C(=O)O)N

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