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(S)-Benzyl (1-hydroxypropan-2-yl)carbamate

  • CAS No. 66674-16-6

  • Cat. No. CS-W015162
  • Purity≥98%
  • MDL No.MFCD00672530

*For research and further manufacturing use only, not for direct human use.

(S)-Benzyl (1-hydroxypropan-2-yl)carbamate|CS-W015162

Structure of 66674-16-6

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General Information

  • CAS No. 66674-16-6
  • Cat. No. CS-W015162
  • Purity ≥98%
  • MDL No. MFCD00672530
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅NO₃
  • Molecular Weight 209.24
  • Synonym(s) N-Cbz-L-alaninol
  • SMILES O=C(N[C@H](CO)C)OCC1=CC=CC=C1

Description

(S)-Benzyl (1-hydroxypropan-2-yl)carbamate is a chiral building block featuring a stereogenic center at the propan-2-yl carbon. This carbamate derivative combines a benzyloxycarbonyl (Cbz) protecting group with a hydroxyl-bearing side chain, enabling selective transformations in asymmetric synthesis. The molecule exhibits bench-stable handling and compatibility with standard peptide coupling conditions, facilitating its integration into complex molecular architectures.

Application

(S)-Benzyl (1-hydroxypropan-2-yl)carbamate serves as a chiral, bench-stable amino protecting group for primary amines, enabling efficient peptide coupling and asymmetric synthesis. Its hydroxyl-bearing side chain provides orthogonal deprotection compatibility with standard conditions, facilitating selective functionalization in complex molecule assembly. The compound exhibits excellent stability under routine handling and is compatible with diverse reaction environments, making it ideal for iterative synthetic sequences in medicinal chemistry and natural product synthesis.

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   58.56
  • LogP   1.2936
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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