spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Base Information

Chemical Name:spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]
CAS No.:1355965-98-8
Molecular Formula:C₂₆H₃₀N₂O₄
Molecular Weight:434.535
Hs Code.:

spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

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Chemical Property of spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

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Technology Process of spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

There total 3 articles about spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])] 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:

: 34311-63-2
5-O-benzyl-3-oxo-1,2-O-isopropylidene-α-D-xylofuranose

: 1355965-98-8
spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium(IV) isopropylate; ammonia / methanol

2.1: pyridine; dmap / 2 h / 20 °C

3.1: sodium hydride / acetone / 5 h / 20 °C

4.1: methyltriisopropoxytitanium(IV) / tetrahydrofuran; diethyl ether / 1 h / 20 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

With pyridine; titanium(IV) isopropylate; dmap; methyltriisopropoxytitanium(IV); ammonia; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; acetone;
DOI:10.1016/j.tet.2011.11.067

Reference yield:

: 1355965-53-5
3-benzamido-5-O-benzyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 1355965-98-8
spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / acetone / 5 h / 20 °C

2.1: methyltriisopropoxytitanium(IV) / tetrahydrofuran; diethyl ether / 1 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

With methyltriisopropoxytitanium(IV); sodium hydride; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1016/j.tet.2011.11.067

Reference yield:

: 302582-09-8
3-amino-5-O-benzyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 1355965-98-8
spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3'-hydro-4'-methyl-5'-phenyl-spiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; dmap / 2 h / 20 °C

2.1: sodium hydride / acetone / 5 h / 20 °C

3.1: methyltriisopropoxytitanium(IV) / tetrahydrofuran; diethyl ether / 1 h / 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

With pyridine; dmap; methyltriisopropoxytitanium(IV); sodium hydride; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1016/j.tet.2011.11.067