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

Base Information

Chemical Name:N-isobutyroyl-5’-L-Asp(Ot-Bu)-methyl ester-2’,3’-di-O-(carbobenzyloxy)guanosine
CAS No.:1453185-71-1
Molecular Formula:C₃₉H₄₄N₆O₁₄
Molecular Weight:820.81
Hs Code.:

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

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

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

There total 5 articles about N-isobutyroyl-5’-L-Asp(Ot-Bu)-methyl ester-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: 70.0%

: 1453185-65-3
N-isobutyroyl-5’-carboxy-2’,3’-di-O-(carbobenzyloxy)guanosine

: 39895-10-8,84907-98-2
L-aspartic acid β-tert-butyl ester α-methyl ester

: 1453185-71-1
N-isobutyroyl-5’-L-Asp(Ot-Bu)-methyl ester-2’,3’-di-O-(carbobenzyloxy)guanosine

Guidance literature:: N-isobutyroyl-5’-carboxy-2’,3’-di-O-(carbobenzyloxy)guanosine; With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

L-aspartic acid β-tert-butyl ester α-methyl ester; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 60 ℃; for 12h;
DOI:10.1016/j.bmcl.2013.07.030

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1453185-71-1
N-isobutyroyl-5’-L-Asp(Ot-Bu)-methyl ester-2’,3’-di-O-(carbobenzyloxy)guanosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap / dichloromethane / 72 h / 20 °C

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

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / acetone; acetonitrile; water; diethyl ether / 25 °C

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

4.2: 12 h / 60 °C

With dmap; 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

Reference yield:

: 1453185-64-2
N-isobutyroyl-2’,3’-di-O-(carbobenzyloxy)guanosine

: 1453185-71-1
N-isobutyroyl-5’-L-Asp(Ot-Bu)-methyl ester-2’,3’-di-O-(carbobenzyloxy)guanosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / acetone; acetonitrile; water; diethyl ether / 25 °C

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

2.2: 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; In diethyl ether; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.bmcl.2013.07.030