tert-Butyl (S)-2-amino-2-phenylacetate

Name: tert-Butyl (S)-2-amino-2-phenylacetate
Brand: ChemScene
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CAS No. 53934-78-4
Cat. No. CS-0097855
Purity≥97%
MDL No.MFCD00238136

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl (S)-2-amino-2-phenylacetate|CS-0097855

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General Information

CAS No. 53934-78-4
Cat. No. CS-0097855
Purity ≥97%
MDL No. MFCD00238136
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇NO₂
Molecular Weight 207.27
Synonym(s) (S)-tert-Butyl 2-amino-2-phenylacetate
SMILES O=C([C@H](C1=CC=CC=C1)N)OC(C)(C)C

Description

tert-Butyl (S)-2-amino-2-phenylacetate is a chiral building block featuring a stereogenic center and a protected amino group. This bench-stable derivative integrates seamlessly into peptide synthesis and asymmetric catalysis, offering high enantioselectivity in downstream transformations. The tert-butyl ester moiety enhances solubility and stability under standard conditions.

Application

tert-Butyl (S)-2-amino-2-phenylacetate serves as a stereochemically defined building block for the synthesis of chiral α-amino acids and pharmaceutically relevant scaffolds. Its tert-butyl carbamate group provides excellent bench stability and compatibility with standard deprotection protocols, enabling straightforward access to the free amine. The molecule exhibits robust functional group tolerance in peptide coupling and conjugation reactions, facilitating its use in medicinal chemistry campaigns requiring enantiopure intermediates.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 52.32
LogP 2.0281
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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tert-Butyl (S)-2-amino-2-phenylacetate

CAS No. 53934-78-4

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