1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose

Base Information

Chemical Name:1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose
CAS No.:1352234-52-6
Molecular Formula:C₂₂H₂₆O₅
Molecular Weight:370.445
Hs Code.:

Synonyms:1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose

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Chemical Property of 1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose

Chemical Property:

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Technology Process of 1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose

There total 3 articles about 1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose 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:

: 1352234-51-5
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-β-L-arabinopentodialdofuranose

: 762-72-1
allyl-trimethyl-silane

: 1352234-57-1
(3aR,4aS,5S,7R,8aS,8bR)-5-(benzyloxy)-2,2-dimethylhexahydro[1,3]dioxolo[4,5-b]benzofuran-7,8a(4aH)-diol

: 1352234-52-6
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose

Guidance literature:: 1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-β-L-arabinopentodialdofuranose; With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.0833333h;

allyl-trimethyl-silane; In dichloromethane; at -78 ℃; for 3h; Overall yield = 86 %; Overall yield = 3.63 g; diastereoselective reaction;
DOI:10.1021/jo401166q

Reference yield:

: 1352234-51-5
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-β-L-arabinopentodialdofuranose

: 24850-33-7
allyltributylstanane

: 1352234-57-1
(3aR,4aS,5S,7R,8aS,8bR)-5-(benzyloxy)-2,2-dimethylhexahydro[1,3]dioxolo[4,5-b]benzofuran-7,8a(4aH)-diol

: 1352234-66-2
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-α-D-galactofuranose

: 1352234-52-6
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose

Guidance literature:: 1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-β-L-arabinopentodialdofuranose; With magnesium bromide diethyl etherate; In dichloromethane; at -78 ℃; for 0.0833333h;

allyltributylstanane; In dichloromethane; at 78 ℃; for 3h; Concentration; Overall yield = 74 %; diastereoselective reaction;
DOI:10.1021/jo401166q

Reference yield:

: 1352234-51-5
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-β-L-arabinopentodialdofuranose

: 762-72-1
allyl-trimethyl-silane

: 1352234-57-1
(3aR,4aS,5S,7R,8aS,8bR)-5-(benzyloxy)-2,2-dimethylhexahydro[1,3]dioxolo[4,5-b]benzofuran-7,8a(4aH)-diol

: 1352234-66-2
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-α-D-galactofuranose

: 1352234-52-6
1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-6-deoxy-6-C-vinyl-β-L-altrofuranose

Guidance literature:: 1,2-O-isopropylidene-3-O-(2-naphthylmethyl)-β-L-arabinopentodialdofuranose; With magnesium bromide diethyl etherate; In dichloromethane; at -78 ℃; for 0.0833333h;

allyl-trimethyl-silane; In dichloromethane; at 78 ℃; for 3h; Overall yield = 86 %; diastereoselective reaction;
DOI:10.1021/jo401166q