5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine

Base Information

• Chemical Name: 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine
• CAS No.: 68892-41-1
• Molecular Formula: C35H37N5O7
• Molecular Weight: 639.708
• Hs Code.: 29349990
• Mol file: 68892-41-1.mol

Synonyms:5'-O-(Dimethoxytrityl)-N-isobutyryldeoxyguanosine;5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2'-deoxy-N-(2-methylpropanoyl)guanosine;guanosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-(2-methyl-1-oxopropyl)-;N2-Isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine;

Chemical Property of 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 150 °C (dec.)(lit.)
• Refractive Index: 1.7500 (estimate)
• Boiling Point: 671.92°C (rough estimate)
• PKA: 9.16±0.20(Predicted)
• PSA: 149.82000
• Density: 1.35 g/cm³
• LogP: 4.46140
• Storage Temp.: −20°C
• Solubility.: soluble in Methanol
• Water Solubility.: 2.4mg/L at 20℃

Purity/Quality:

98%, ^*data from raw suppliers

N2-Isobutyryl-5''-O-(4,4''-dimethoxytrityl)-2''-deoxyguanosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine

There total 23 articles about 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine 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: 89.0%

5'-dimethoxytrityl N2-isobutyryl deoxyguanosine 3'-methylphosphinate → 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; water; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(00)76822-5

Reference yield: 87.0%

N-isobutyryl-2'-deoxyguanosine (68892-42-2) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1)

Guidance literature:

With dmap; In 1,4-dioxane; pyridine; for 2h;

DOI:10.1055/s-1983-30414

Reference yield: 84.8%

N2-isobutyryl-2',5'-O-bis(4,4'-dimethoxytrityl)-2'-deoxyguanosine → N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (68892-41-1)

Guidance literature:

upstream raw materials:

N-isobutyryl-2'-deoxyguanosine

4,4'-dimethoxytrityl chloride

N₂-isobutyryl-3'-O-(2-cyanoethyl)-phosphonate-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

5'-dimethoxytrityl-2'-tosyl-N₂-isobutyrylguanosine

Downstream raw materials:

C₄₃H₅₂N₇O₇P

N²-Isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-triisopropylsilyl-2'-deoxyguanosine

Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester 2,2,2-trichloro-ethyl ester

5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxy-N-(2-methyl-1-oxopropyl)guanosine 3'-benzoate

Refernces

• 1、 Shahsavari, Shahien,Chen, Jinsen,Wigstrom, Travis,Gooding, James,Gauronskas, Alexander,Fang, Shiyue. "Tritylation of alcohols under mild conditions without using silver salts". supporting information. p. 3877 - 3880. Retrieved 2016/08/02.
• 2、 -. "COMPOUNDS FOR TREATING BACTERIAL INFECTIONS". Page/Page column 34. . Retrieved 2011/04/25.