(1R,2R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid

Name: (1R,2R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid
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CAS No. 389057-34-5
Cat. No. CS-0468851
Molecule weight365.42
Purity≥97%
MDL No.None

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(1R,2R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid|CS-0468851

Structure of 389057-34-5

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General Information

CAS No. 389057-34-5
Cat. No. CS-0468851
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₃NO₄
Molecular Weight 365.42
Synonym(s) 2-(9H-fluoren-9-ylmethoxycarbonylamino)cyclohexane-1-carboxylic Acid
SMILES O=C([C@H]1[C@H](NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCCC1)O

Description

This fluorenylmethoxycarbonyl-protected cyclohexane derivative serves as a robust chiral building block for peptide synthesis. The (1R,2R)-stereoisomer features a rigid, bench-stable scaffold that facilitates high diastereoselective coupling reactions under standard conditions. Its C-terminal carboxylic acid enables direct incorporation into oligopeptide sequences.

Synthesis

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  82911-69-1
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  389057-34-5
References
- Schinnerl, Marina; Murray, Justin K.; Langenhan, Joseph M.; Gellman, Samuel H. European Journal of Organic Chemistry, 2003 , # 4 p. 721 - 726
Route2
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  233661-54-6
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- In-stock
  
  389057-34-5
References
- Raguse, Tami L.; Porter, Emilie A.; Weisblum, Bernard; Gellman, Samuel H. Journal of the American Chemical Society, 2002 , vol. 124, # 43 p. 12774 - 12785
Route3
- 267230-27-3
- ~%
- In-stock
  
  389057-34-5
References
- Raguse, Tami L.; Porter, Emilie A.; Weisblum, Bernard; Gellman, Samuel H. Journal of the American Chemical Society, 2002 , vol. 124, # 43 p. 12774 - 12785

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 4.1685
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(1R,2R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid

CAS No. 389057-34-5

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