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

Base Information

Chemical Name:2-N,2'-O-diacetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxy-6-O-(N,N-diphenylcarbamoyl)guanosine
CAS No.:1026333-94-7
Molecular Formula:C₄₅H₄₇N₉O₇Si
Molecular Weight:854.01
Hs Code.:

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

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Chemical Property of 2-N,2'-O-diacetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxy-6-O-(N,N-diphenylcarbamoyl)guanosine

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Technology Process of 2-N,2'-O-diacetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxy-6-O-(N,N-diphenylcarbamoyl)guanosine

There total 1 articles about 2-N,2'-O-diacetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxy-6-O-(N,N-diphenylcarbamoyl)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: 83.0%

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

: 674790-06-8
1,2-di-O-acetyl-3-azidomethyl-5-[(tert-butyldiphenylsiloxy)methyl]-3,5-dideoxyribofuranose

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

Guidance literature:: N₂-acetyl-O₆-(diphenylcarbamoyl)guanine; With bis-(trimethylsilyl)acetamide; In 1,2-dichloro-ethane; for 0.166667h; Heating;

1,2-di-O-acetyl-3-azidomethyl-5-[(tert-butyldiphenylsiloxy)methyl]-3,5-dideoxyribofuranose; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 1h; Heating;
DOI:10.1021/jo060457c

Reference yield: 91.0%

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

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

Guidance literature:: With sodium hydroxide; In methanol; water; at 20 ℃; for 120h;
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

: 3'-azidomethyl-2'-O-tert-butyldimethylsilyl-5'-carboxy-3',5'-dideoxy-2-N-(phenoxyacetyl)guanosine

Guidance literature:: Multi-step reaction with 4 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

3.1: sodium chlorite; TEMPO; tetrabutylammonium chloride / phosphate buffer; sodium hypochlorite / H₂O; acetonitrile / 0.08 h / 20 °C / pH 7

4.1: 90 mg / 2,6-lutidine / CH₂Cl₂ / 48 h / 20 °C

With pyridine; 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydroxide; sodium chlorite; chloro-trimethyl-silane; tetrabutyl-ammonium chloride; sodium hypochlorite; phosphate buffer; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo060457c