benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

Base Information

Chemical Name:benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate
CAS No.:1235552-20-1
Molecular Formula:C₃₂H₃₅N₃O₅Si
Molecular Weight:569.732
Hs Code.:

Synonyms:benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

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Chemical Property of benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

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Technology Process of benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

There total 2 articles about benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate 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: 79.0%

: 906562-68-3
benzyl 5-(3-O-tert-butyldiphenylsilyl-1,2-di-O-sulfinyl-D-erythro-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

: 1235552-20-1
benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

Guidance literature:: With tetrabutylammoniun azide; In tetrahydrofuran; at 20 ℃; for 15h;
DOI:10.1002/ejoc.201000183

Reference yield:

: 906562-63-8
benzyl 5-(3-O-tert-butyldiphenylsilyl-1,2-di-O-sulfinyl-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

: 906562-64-9
benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-erythro-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

: 1235552-20-1
benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; optical yield given as %de;
DOI:10.1002/ejoc.201000183

Reference yield: 86.0%

: 1235552-20-1
benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: benzyl 5-[(4S,5S)-5-(tert-butyldiphenylsilyloxy)methyl-2-thioxazolidin-4-yl]-2-methylfuran-3-carboxylate

Guidance literature:: benzyl 5-(1-azido-3-O-tert-butyldiphenylsilyl-1-deoxy-D-threo-1,2,3-trihydroxyprop-1-yl)-2-methylfuran-3-carboxylate; With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 12h;

With water; In tetrahydrofuran; at 20 ℃; for 1h;

1,1'-Thiocarbonyldiimidazole; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1002/ejoc.201000183