2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine

Base Information

Chemical Name:2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine
CAS No.:906795-46-8
Molecular Formula:C₂₉H₃₆N₆O₅Si
Molecular Weight:576.728
Hs Code.:

Synonyms:2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine

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Chemical Property of 2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine

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Technology Process of 2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine

There total 1 articles about 2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine 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: 85.0%

: 18037-10-0
2,4-O,N-bis(trimethylsilyl)cytosine

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

: 906795-46-8
2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 80 ℃; for 1h;
DOI:10.1021/jo060457c

Reference yield:

: 906795-46-8
2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine

: [(2R,3S,4R,5R)-3-Azidomethyl-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / hydrochloric acid / methanol / 120 h / 20 °C

2: 94 percent / dimethylformamide / 24 h / 20 °C

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

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; tetrabutyl-ammonium chloride; sodium hypochlorite; phosphate buffer; In methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo060457c

Reference yield:

: 906795-46-8
2'-O-acetyl-3'-azidomethyl-5'-[(tert-butyldiphenylsilyloxy)methyl]-3',5'-dideoxycytidine

: 3'-azidomethyl-4-N-benzoyl-2'-O-tert-butyldimethylsilyl-5'-carboxy-3',5'-dideoxycytidine

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / hydrochloric acid / methanol / 120 h / 20 °C

2: 94 percent / dimethylformamide / 24 h / 20 °C

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

4: 162 mg / 2,6-lutidine / CH₂Cl₂ / 48 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; tetrabutyl-ammonium chloride; sodium hypochlorite; phosphate buffer; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo060457c