N²-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine

Base Information

• Chemical Name: N²-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine
• CAS No.: 1449294-94-3
• Molecular Formula: C₃₇H₃₉N₅O₆S
• Molecular Weight: 681.813

Synonyms:N²-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine

Chemical Property of N²-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine

There total 3 articles about N²-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine 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: 90.0%

5’-deoxy-5’-iodo-N2-isobutyryl-2’,3’-O-isopropylideneguanosine (1449294-93-2) + 4-monomethoxytriphenylmethanethiol (383401-03-4) → N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine (1449294-94-3)

Guidance literature:

4-monomethoxytriphenylmethanethiol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.0833333h;

5’-deoxy-5’-iodo-N²-isobutyryl-2’,3’-O-isopropylideneguanosine; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1.58333h;

DOI:10.1002/hlca.201300043

Reference yield:

2',3'-isopropylideneguanosine (362-76-5) → N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine (1449294-94-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; chloro-trimethyl-silane / dichloromethane / 6 h / 0 °C

1.2: 16.17 h / 0 - 20 °C

1.3: 12 h

2.1: methyltriphenoxyphosphonium iodide / acetonitrile / 1 h

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.08 h / 0 °C

3.2: 1.58 h / 0 - 20 °C

With pyridine; chloro-trimethyl-silane; methyltriphenoxyphosphonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane; acetonitrile; mineral oil;

DOI:10.1002/hlca.201300043

Reference yield:

N2-isobutyryl-2’,3’-O-isopropylideneguanosine (132840-60-9) → N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine (1449294-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methyltriphenoxyphosphonium iodide / acetonitrile / 1 h

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.08 h / 0 °C

2.2: 1.58 h / 0 - 20 °C

With methyltriphenoxyphosphonium iodide; sodium hydride; In tetrahydrofuran; acetonitrile; mineral oil;

DOI:10.1002/hlca.201300043

upstream raw materials:

2',3'-isopropylideneguanosine

5’-deoxy-5’-iodo-N²-isobutyryl-2’,3’-O-isopropylideneguanosine

4-monomethoxytriphenylmethanethiol

N²-isobutyryl-2’,3’-O-isopropylideneguanosine

Downstream raw materials:

8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

N²-isobutyryl-2’,3’-O-isopropylidene-8-{[ (methylsulfonyl)oxy]methyl}-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O⁶-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

8-(hydroxymethyl)-N²-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-5’-thioguanosine

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