CAS 1445905-51-0 5'-O-DMT-3'-O-tert-Butyldimethylsilyl-N2-isobutyrylguanosine 2'-CE phosphoramidite

5'-O-DMT-3'-O-tert-Butyldimethylsilyl-N2-isobutyrylguanosine 2'-CE phosphoramidite

5'-O-DMT-3'-O-tert-Butyldimethylsilyl-N2-isobutyrylguanosine 2'-CE phosphoramidite is a specialized phosphoramidite used for the synthesis of oligonucleotides. It includes a 5'-dimethoxytrityl (DMT) group for 5'-hydroxyl protection, a 3'-tert-butyldimethylsilyl (TBDMS) group for 3'-hydroxyl protection, and an N2-isobutyryl group to protect the exocyclic amine of the guanine base. Additionally, it has a cyanoethyl (CE) group at the 2'-position of the phosphoramidite. These protective groups help facilitate efficient synthesis and stability of the oligonucleotides, making this compound valuable for research, diagnostic, and therapeutic applications.

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Catalog

BRP-02175

Synonyms

3'-O-tert-Butyldimethylsilyl-5'-O-DMT-N2-isobutyrylguanosine 2'-CE phosphoramidite; (2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-2-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite; 3'-TBDMS-ibu-rG Phosphoramidite; 3'-O-TBDMS-5'-O-DMT-N2-iBu-rG CED phosphoramidite; 5'-O-DMTr-2'-O-TBDMS-L-G(iBu)-3'-CE-Phosphoramidite; N2-Isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(t-butyl-dimethylsilyl)-L-guanosine-3'-cyanoethyl Phosphoramidite

CAS

1445905-51-0

IUPAC Name

N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-3-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide

Molecular Weight

970.18

Molecular Formula

C50H68N7O9PSi

Canonical SMILES

CC(C)C(=O)NC1=NC2=C(C(=O)N1)N=CN2C3C(C(C(O3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)O[Si](C)(C)C(C)(C)C)OP(N(C(C)C)C(C)C)OCCC#N

InChI

InChI=1S/C50H68N7O9PSi/c1-32(2)45(58)54-48-53-44-41(46(59)55-48)52-31-56(44)47-43(65-67(63-29-17-28-51)57(33(3)4)34(5)6)42(66-68(12,13)49(7,8)9)40(64-47)30-62-50(35-18-15-14-16-19-35,36-20-24-38(60-10)25-21-36)37-22-26-39(61-11)27-23-37/h14-16,18-27,31-34,40,42-43,47H,17,29-30H2,1-13H3,(H2,53,54,55,58,59)/t40-,42-,43-,47-,67?/m1/s1

InChIKey

JCCWPNDXSMAHGZ-FTZVBZPOSA-N

Purity

≥95%

Appearance

White, off-white to faint yellow powder

Storage

Store at 2-8 °C

Chemical Structure:

5'-O-DMT-3'-O-tert-Butyldimethylsilyl-N2-isobutyrylguanosine 2'-CE phosphoramidite - CAS 1445905-51-0

5'-O-DMT-3'-O-tert-Butyldimethylsilyl-N2-isobutyrylguanosine 2'-CE phosphoramidite