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H-Glu(OBzl)-OtBu·HCl is a doubly ester-protected L-glutamate derivative in which the α-carboxyl group is protected as a tert-butyl ester and the side-chain γ-carboxyl group is protected as a benzyl ester. The amino group is supplied as the hydrochloride salt.
This asymmetric protection pattern is useful when the two glutamate carboxyl groups must be differentiated in a multistep route. The amino group remains available after neutralization for acylation or installation of an N-protecting group.
Product Information
| Product Name | H-Glu(OBzl)-OtBu·HCl |
| Chemical Name | L-Glutamic acid α-tert-butyl ester γ-benzyl ester hydrochloride |
| Catalog No. | AS2018 |
| CAS No. | 105590-97-4 |
| Molecular Formula | C16H24ClNO4 |
| Molecular Weight | 329.82 g/mol |
| Compound Type | Doubly ester-protected glutamate amino salt |
| Primary Research Use | Orthogonally protected glutamate intermediate for solution-phase synthesis |
Dual Carboxyl Protection Map
OtBu and OBzl provide different chemical handles on the α- and γ-carboxyl groups. In suitable routes, tert-butyl esters are acid-labile while benzyl esters can be addressed through hydrogenolysis, creating opportunities for differential deprotection.
Orthogonality is context dependent: other protecting groups, hydrogenation-sensitive motifs, and acid-sensitive functionality in the complete molecule must be considered before choosing a deprotection sequence.
Free Amino Salt as a Synthetic Intermediate
The amino function is not Boc- or Fmoc-protected; it is present as an HCl salt. This makes the compound useful for solution-phase N-acylation, N-protection, or fragment construction after appropriate base treatment.
For alternative glutamate protection states, browse specialty peptide building blocks.
Procurement by Protection State
The shorthand should be read carefully: H-Glu(OBzl)-OtBu·HCl is not interchangeable with Fmoc-Glu(OtBu)-OH, Z-Glu(OMe)-OH, or diethyl glutamate. CAS 105590-97-4 is the clearest exact-entity search term.
Product Documents
MSDS - H-Glu(OBzl)-OtBu·HCl (AS2018)
The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
Which glutamate carboxyl group is OBzl-protected?
OBzl denotes the side-chain γ-carboxyl benzyl ester in this shorthand.
Which carboxyl group is OtBu-protected?
OtBu denotes the α-carboxyl tert-butyl ester.
Is the amino group protected with Fmoc or Boc?
No. The amino group is supplied as the hydrochloride salt and may require neutralization or N-protection in the next step.