6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose

Base Information

Chemical Name:6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose
CAS No.:622381-33-3
Molecular Formula:C₂₆H₃₅N₃O₄Si
Molecular Weight:481.667
Hs Code.:

Synonyms:6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose

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Chemical Property of 6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose

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Technology Process of 6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose

There total 4 articles about 6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose 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:

: Methanesulfonic acid (3aR,5R,6R,6aR)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ylmethyl ester

: 622381-33-3
6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1021/ol035619v

Reference yield:

: 134056-14-7
3,5-dideoxy-3-<(benzoyloxy)methyl>-1,2-O-isopropylidene-α-D-allofuranose

: 622381-33-3
6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 13.87 g / aq. NaOH / propan-2-ol / 0.5 h / 70 °C

2: Et₃N / CH₂Cl₂ / 20 °C

3: 6.26 g / NaN₃ / dimethylformamide / 3 h / 60 °C

With sodium hydroxide; sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ol035619v

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 622381-33-3
6-O-tert-butyldiphenylsilyl-3,5-dideoxy-3-azidomethyl-1,2-O-isopripylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 13.87 g / aq. NaOH / propan-2-ol / 0.5 h / 70 °C

2: Et₃N / CH₂Cl₂ / 20 °C

3: 6.26 g / NaN₃ / dimethylformamide / 3 h / 60 °C

With sodium hydroxide; sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ol035619v