tert-Butyl ((2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl)carbamate

Name: tert-Butyl ((2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl)carbamate
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CAS No. 144163-85-9
Cat. No. CS-0130712
Purity≥98%
MDL No.MFCD09833420

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tert-Butyl ((2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl)carbamate|CS-0130712

Structure of 144163-85-9

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Description

tert-Butyl ((2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl)carbamate features a chiral, hydroxylated scaffold with dual phenyl substitution and a protected amine. This bench-stable building block integrates seamlessly into complex peptide architectures and bioactive molecule synthesis, offering enhanced solubility and predictable stereochemical control in multi-step transformations.

Application

tert-Butyl ((2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl)carbamate serves as a chiral building block for synthesizing complex peptide-like scaffolds and bioactive heterocycles. The molecule features orthogonal functional groups—primary amine, secondary alcohol, and protected amine—that enable sequential transformations. Its bench-stable tert-butyl carbamate group facilitates purification and selective deprotection, while the diphenyl substitution pattern enhances structural rigidity and potential for π–π interactions in target-directed synthesis.

General Information

CAS No. 144163-85-9
Cat. No. CS-0130712
Purity ≥98%
MDL No. MFCD09833420
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₃₂N₂O₃
Molecular Weight 384.51
Synonym(s) tert-butyl [(2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl]carbamate
SMILES O=C(OC(C)(C)C)N[C@@H](CC1=CC=CC=C1)C[C@H](O)[C@@H](N)CC2=CC=CC=C2

Computational Chemistry Data

TPSA 84.58
LogP 3.4434
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 8

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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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl ((2S,4S,5S)-5-amino-4-hydroxy-1,6-diphenylhexan-2-yl)carbamate

CAS No. 144163-85-9

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