N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine

Base Information

• Chemical Name: N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine
• CAS No.: 1453185-63-1
• Molecular Formula: C₅₁H₄₉N₅O₁₂
• Molecular Weight: 923.976
• Mol file: 1453185-63-1.mol

Synonyms:N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine

Chemical Property of N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine

There total 1 articles about N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)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: 78.0%

benzyl chloroformate (501-53-1,94274-21-2) + 9-(5-O-dimethoxytrityl-β-D-ribofuranosyl)-2-N-isobutyrylguanine (81246-83-5) → N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine (1453185-63-1)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/j.bmcl.2013.07.030

Reference yield: 98.0%

N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine (1453185-63-1) → N-isobutyroyl-2’,3’-di-O-(carbobenzyloxy)guanosine (1453185-64-2)

Guidance literature:

With trichloroacetic acid; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1016/j.bmcl.2013.07.030

Reference yield:

N-isobutyroyl-5'-O-(4-dimethoxytrityl)-2',3'-di-O-(carbobenzyloxy)guanosine (1453185-63-1) → N-isobutyroyl-5’-L-Phe(OMe)-2’,3’-di-O-(carbobenzyloxy)guanosine (1453185-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichloroacetic acid / dichloromethane / 0.25 h / 20 °C

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / acetone; acetonitrile; water; diethyl ether / 25 °C

3.1: N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / N,N-dimethyl-formamide / 0.17 h / 20 °C

3.2: 12 h / 60 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trichloroacetic acid; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/j.bmcl.2013.07.030

upstream raw materials:

benzyl chloroformate

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

Downstream raw materials:

N-isobutyroyl-5’-L-Asp(Ot-Bu)-methyl ester-2’,3’-di-O-(carbobenzyloxy)guanosine

N-isobutyroyl-5’-hexadecyl-2’,3’-di-O-(carbobenzyloxy)guanosine

N-isobutyroyl-2’,3’-di-O-(carbobenzyloxy)guanosine

N-isobutyroyl-5’-carboxy-2’,3’-di-O-(carbobenzyloxy)guanosine