5'-O-DMT-N2-Isobutyryl-2'-O-methyl-D-guanosine

Base Information

• Chemical Name: 5'-O-DMT-N2-Isobutyryl-2'-O-methyl-D-guanosine
• CAS No.: 114745-26-5
• Molecular Formula: C36H39 N5 O8
• Molecular Weight: 669.734
• Hs Code.: 29389090
• Mol file: 114745-26-5.mol

Synonyms:5’-O-DMT-N2-Isobutyryl-2’-O-methyl-D-guanosine

Chemical Property of 5'-O-DMT-N2-Isobutyryl-2'-O-methyl-D-guanosine

Chemical Property:

• PKA: 9.16±0.20(Predicted)
• PSA: 159.05000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 4.08630
• Storage Temp.: 2-8°C
• Solubility.: Soluble in acetonitrile

Purity/Quality:

98%, ^*data from raw suppliers

5''-O-DMT-N2-Isobutyryl-2''-O-methyl-D-guanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 5'-O-Dmt-n2-isobutyryl-2'-o-methyl-d-guanosine is a nucleoside that is made using an oxime opening of the 5' position and a methylation at the 2' position. 5'-O-Dmt-n2-isobutyryl-2'-o-methyl-d-guanosine has been shown to have an affinity for tissues in a chemotactic assay.
• Uses: 5''-O-DMT-N2-Isobutyryl-2''-O-methyl-D-guanosine (CAS# 114745-26-5) is a guanosine derivative used in the preparation of synthetic RNA derivatives such as native-like crosslinked duplex RNA for use in biochemical and nanotechnology studies.

Technology Process of 5'-O-DMT-N2-Isobutyryl-2'-O-methyl-D-guanosine

There total 2 articles about 5'-O-DMT-N2-Isobutyryl-2'-O-methyl-D-guanosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 9-(5-O-dimethoxytrityl-β-D-ribofuranosyl)-2-N-isobutyrylguanine (81246-83-5) → N-(9-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-hydroxy-4-methoxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide + N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (114745-26-5)

Guidance literature:

With tin(ll) chloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

Reference yield:

N2-isobutyryl-2′-O-methylguanosine (63264-29-9) + 4,4'-dimethoxytrityl chloride (40615-36-9) → N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (114745-26-5)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 18h; Yield given;

DOI:10.1080/07328319708006242

Reference yield: 85.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide (114745-26-5) → C42H53N5O8Si (880260-29-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

diazomethane

9-(5-O-dimethoxytrityl-β-D-ribofuranosyl)-2-N-isobutyrylguanine

N²-isobutyryl-2′-O-methylguanosine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

Thiocarbonic acid O-[(2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-methoxy-tetrahydro-furan-3-yl] ester O-(3-tert-butyl-phenyl) ester

N-(9-{(2R,3R,4R,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-formyl-3-methoxy-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-isobutyramide

C₄₂H₅₃N₅O₈Si

O-(N₄,2',3'-O,O-tribenzoylcytidin-5'-yl)-O-[N₂-isobutyryl-2'-O-methyl-5'-O-(4,4'-dimethoxytrityl)guanosin-3'-yl] hydrogenophosphonate diester

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