(R)-2-(((tert-Butoxycarbonyl)amino)methyl)-3-methylbutanoic acid

Name: (R)-2-(((tert-Butoxycarbonyl)amino)methyl)-3-methylbutanoic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 191664-14-9
Cat. No. CS-0041824
Purity≥98%
MDL No.MFCD07372880

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-2-(((tert-Butoxycarbonyl)amino)methyl)-3-methylbutanoic acid|CS-0041824

Structure of 191664-14-9

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General Information

CAS No. 191664-14-9
Cat. No. CS-0041824
Purity ≥98%
MDL No. MFCD07372880
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₄
Molecular Weight None
Synonym(s) (2R)-2-{[(tert-Butoxycarbonyl)amino]-methyl}-3-methylbutanoic acid
SMILES CC(C)[C@H](CNC(OC(C)(C)C)=O)C(O)=O

Description

(R)-2-(((tert-Butoxycarbonyl)amino)methyl)-3-methylbutanoic acid features a chiral center and a protected amino group, enabling direct incorporation into peptide syntheses. The tert-butyl carbamate moiety ensures stability during coupling steps, while the branched aliphatic side chain enhances solubility and minimizes epimerization under standard conditions.

Application

(R)-2-(((tert-Butoxycarbonyl)amino)methyl)-3-methylbutanoic acid serves as a valuable chiral building block for peptide synthesis and medicinal chemistry campaigns. The protected amino group enables orthogonal functionalization, while the β-amino acid scaffold supports diverse coupling reactions. Bench-stable and readily purified by standard chromatography, it facilitates efficient access to bioactive heterocycles and peptidomimetics through established synthetic protocols.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  210345-86-1
- ~86%
- In-stock
  
  191664-14-9
References
- Seebach, Dieter; Abele, Stefan; Gademann, Karl; Guichard, Gilles; Hintermann, Tobias; Jaun, Bernhard; Matthews, Jennifer L.; Schreiber, Juerg V.; Oberer, Lukas; Hommel, Ulrich; Widmer, Hans Helvetica Chimica Acta, 1998 , vol. 81, # 5 p. 932 - 982
Route2
- In-stock
  
  145589-03-3
- ~%
- In-stock
  
  191664-14-9
References
- Seebach, Dieter; Abele, Stefan; Gademann, Karl; Guichard, Gilles; Hintermann, Tobias; Jaun, Bernhard; Matthews, Jennifer L.; Schreiber, Juerg V.; Oberer, Lukas; Hommel, Ulrich; Widmer, Hans Helvetica Chimica Acta, 1998 , vol. 81, # 5 p. 932 - 982
Route3
- 191664-12-7
- ~%
- In-stock
  
  191664-14-9
References
- Seebach, Dieter; Abele, Stefan; Gademann, Karl; Guichard, Gilles; Hintermann, Tobias; Jaun, Bernhard; Matthews, Jennifer L.; Schreiber, Juerg V.; Oberer, Lukas; Hommel, Ulrich; Widmer, Hans Helvetica Chimica Acta, 1998 , vol. 81, # 5 p. 932 - 982

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 1.8679
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Key Words

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(R)-2-(((tert-Butoxycarbonyl)amino)methyl)-3-methylbutanoic acid

CAS No. 191664-14-9

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