3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine

Base Information

Chemical Name:3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine
CAS No.:906795-59-3
Molecular Formula:C₂₀H₂₂N₈O₆
Molecular Weight:470.445
Hs Code.:

Synonyms:3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine

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Chemical Property of 3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine

Chemical Property:

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Technology Process of 3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine

There total 4 articles about 3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)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: 93.0%

: 906795-56-0
3'-azidomethyl-3',5'-dideoxy-5'-(hydroxymethyl)guanosine

: 701-99-5
Phenoxyacetyl chloride

: 906795-59-3
3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine

Guidance literature:: 3'-azidomethyl-3',5'-dideoxy-5'-(hydroxymethyl)guanosine; With pyridine; chloro-trimethyl-silane; In dichloromethane; at 20 ℃; for 1h;

Phenoxyacetyl chloride; In dichloromethane; at 0 ℃;

With water; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo060457c

Reference yield:

: 1026333-94-7
2-N,2'-O-diacetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxy-6-O-(N,N-diphenylcarbamoyl)guanosine

: 906795-59-3
3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / NaOH / H₂O; methanol / 120 h / 20 °C

2.1: trimethylsilyl chloride; pyridine / CH₂Cl₂ / 1 h / 20 °C

2.2: CH₂Cl₂ / 0 °C

2.3: 93 percent / water / CH₂Cl₂ / 1 h / 0 °C

With pyridine; sodium hydroxide; chloro-trimethyl-silane; In methanol; dichloromethane; water;
DOI:10.1021/jo060457c

Reference yield:

: 112233-74-6
N₂-acetyl-O₆-(diphenylcarbamoyl)guanine

: 906795-59-3
3'-azidomethyl-3',5'-dideoxy-5'-hydroxymethyl-2-N-(phenoxyaceytyl)guanosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / 0.17 h / Heating

1.2: 83 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 1 h / Heating

2.1: 91 percent / NaOH / H₂O; methanol / 120 h / 20 °C

3.1: trimethylsilyl chloride; pyridine / CH₂Cl₂ / 1 h / 20 °C

3.2: CH₂Cl₂ / 0 °C

3.3: 93 percent / water / CH₂Cl₂ / 1 h / 0 °C

With pyridine; sodium hydroxide; chloro-trimethyl-silane; bis-(trimethylsilyl)acetamide; In methanol; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1021/jo060457c