spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[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',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]
CAS No.:1355966-09-4
Molecular Formula:C₂₂H₂₈N₂O₄
Molecular Weight:384.475
Hs Code.:

Synonyms:spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Suppliers and Price of spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

There total 4 articles about spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[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: 21.0%

: 1355965-86-4
5-O-benzyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-(2-oxopyrrolidine)-α-D-ribofuranose

: 925-90-6
ethylmagnesium bromide

: 1355966-09-4
spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Guidance literature:: 5-O-benzyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-(2-oxopyrrolidine)-α-D-ribofuranose; ethylmagnesium bromide; With methyltriisopropoxytitanium(IV); In tetrahydrofuran; diethyl ether; at 20 ℃; for 1h; Inert atmosphere;

With boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; water;
DOI:10.1016/j.tet.2011.11.067

Reference yield:

: 1355965-77-3
5-O-benzyl-3-(4-bromobutanamido)-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 1355966-09-4
spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a]imidazole])]

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 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;
DOI:10.1016/j.tet.2011.11.067

Reference yield:

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

: 1355966-09-4
spiro[5-O-benzyl-3-deoxy-1,2-isopropylidene-α-D-ribofuranose-3,3'-(3',5',6',7'-tetrahydrospiro[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 / 1 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.5 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;
DOI:10.1016/j.tet.2011.11.067