N2-Isobutyryl-2'-O-methylguanosine

Name: N2-Isobutyryl-2'-O-methylguanosine
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CAS No. 63264-29-9
Cat. No. CS-0018658
Molecule weight367.36
Purity≥96%
MDL No.MFCD15145297

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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+
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N2-Isobutyryl-2'-O-methylguanosine|CS-0018658

Structure of 63264-29-9

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General Information

CAS No. 63264-29-9
Cat. No. CS-0018658
Purity ≥96%
MDL No. MFCD15145297
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₁N₅O₆
Molecular Weight 367.36
Synonym(s) None
SMILES OC[C@@H]1[C@@H](O)[C@@H](OC)[C@H](N2C=NC3=C2NC(NC(C(C)C)=O)=NC3=O)O1

Description

N2-Isobutyryl-2'-O-methylguanosine features a sterically hindered isobutyryl group at the N2 position and a 2'-O-methyl modification on the ribose, enhancing stability and resistance to enzymatic degradation. This dual protection supports robust incorporation in RNA synthesis workflows.

Application

N2-Isobutyryl-2'-O-methylguanosine serves as a protected guanosine building block for oligonucleotide synthesis, offering enhanced stability and orthogonal protection. The N2-isobutyryl group provides robust protection against undesired side reactions during phosphoramidite coupling, while the 2'-O-methyl modification confers nuclease resistance and improved binding affinity. This derivative facilitates efficient incorporation into RNA analogs and supports scalable synthesis workflows with straightforward deprotection under mild conditions.

Synthesis

Route1
- 126628-29-3
- ~%
- In-stock
  
  63264-29-9
References
- Zlatev, Ivan; Vasseur, Jean-Jacques; Morvan, Francois Tetrahedron, 2007 , vol. 63, # 45 p. 11174 - 11178

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

Quality Control

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Computational Chemistry Data

TPSA 151.59
LogP -1.0203
H_Acceptors 9
H_Donors 4
Rotatable_Bonds 5

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Nucleosides & Nucleotides Other Modified Nucleosides

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

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N2-Isobutyryl-2'-O-methylguanosine

CAS No. 63264-29-9

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