C14H17NO5
279.29 g/mol
Pharmaceutical IntermediateWarning
N-Cbz-cis-4-Hydroxy-L-proline methyl ester
CAS57653-35-7
Category
Pharmaceutical Intermediate
Compound Class
Ester
Primary Use
Pharmaceutical Intermediate
N-Cbz-cis-4-Hydroxy-L-proline methyl ester is a protected proline derivative used in peptide synthesis. It features a carbobenzyloxy (Cbz) protecting group on the amine and a methyl ester on the carboxyl terminus, with a cis-configured hydroxyl group on the pyrrolidine ring.
Protected building block for solid-phase peptide synthesisIntermediate in the preparation of modified proline-containing peptides
Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.
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CAS 57653-35-7
Related Compounds
SimilarStructure SimilarSimilarity 0.83
Dibenzyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate
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SimilarStructure SimilarSimilarity 0.77
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Referencestereoisomer of
1-Benzyl 2-methyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate
CAS64187-48-0
pharmaceutical intermediate
Referencesame scaffold
N-(carbobenzyloxy)-L-proline
CAS1148-11-4
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Safety Reference
Warning
H319Causes serious eye irritation
Identifiers
IUPAC Name
1-O-benzyl 2-O-methyl (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate
InChIKey
VVKAGQHUUDRPOI-RYUDHWBXSA-N
SMILES
COC(=O)[C@@H]1C[C@@H](CN1C(=O)OCC2=CC=CC=C2)O
Synonyms (14)
- CIS-ZHPROME