N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine phenylmethyl ester

Name: N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine phenylmethyl ester
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CAS No. 105183-60-6
Cat. No. CS-0211630
Purity≥98%
MDL No.MFCD01861338

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N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine phenylmethyl ester|CS-0211630

Structure of 105183-60-6

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General Information

CAS No. 105183-60-6
Cat. No. CS-0211630
Purity ≥98%
MDL No. MFCD01861338
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₃NO₅
Molecular Weight 309.36
Synonym(s) N-Boc-L-homoser-Obzl
SMILES CC(C)(OC(N[C@H](C(OCC1=CC=CC=C1)=O)CCO)=O)C

Description

N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine phenylmethyl ester delivers a protected homoserine scaffold with orthogonal functionality. The Cbz group enables selective deprotection, while the tert-butoxycarbonyl moiety ensures stability during peptide synthesis. This derivative supports efficient coupling and purification in complex sequence assembly.

Application

N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine phenylmethyl ester serves as a protected amino acid building block for peptide synthesis and heterocycle construction. The Cbz group provides orthogonal protection of the amine, while the Boc group stabilizes the α-amino functionality. This compound facilitates efficient coupling reactions and exhibits good bench stability, enabling straightforward purification and integration into multi-step synthetic sequences involving lactone formation or side-chain functionalization.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 84.86
LogP 2.0055
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine phenylmethyl ester

CAS No. 105183-60-6

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