5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

Base Information

Chemical Name:5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose
CAS No.:1379002-59-1
Molecular Formula:C₂₇H₃₃NO₆SSi
Molecular Weight:527.714
Hs Code.:

Synonyms:5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

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Chemical Property of 5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

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Technology Process of 5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

There total 2 articles about 5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose 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: 99.0%

: 463-71-8
thiophosgene

: 1379002-57-9
3-amino-3-deoxy-5-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

: 1379002-59-1
5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

Guidance literature:: With calcium carbonate; In dichloromethane; water; for 0.333333h;
DOI:10.1016/j.tet.2012.03.087

Reference yield:

: 352541-83-4
5-O-tert-butyldiphenylsilyl-3-C-trichloromethyl-1,2-O-isopropylidene-β-D-lyxofuranose

: 1379002-59-1
5-O-tert-butyldiphenylsilyl-3-deoxy-3-isothiocyanato-1,2-O-isopropylidene-3-C-methoxycarbonyl-β-D-arabinofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide; 18-crown-6 ether; 1,8-diazabicyclo[5.4.0]undec-7-ene / 50 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 20 °C / 760.05 Torr

3: calcium carbonate / dichloromethane; water / 0.33 h

With sodium azide; 18-crown-6 ether; palladium 10% on activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium carbonate; In methanol; dichloromethane; water; 1: modified Corey-Link reaction;
DOI:10.1016/j.tet.2012.03.087