3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose

Base Information

Chemical Name:3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose
CAS No.:933066-59-2
Molecular Formula:C₃₁H₃₈N₂O₁₂S
Molecular Weight:662.715
Hs Code.:

Synonyms:3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose

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Chemical Property of 3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose

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Technology Process of 3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose

There total 3 articles about 3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose 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: 67.0%

: 933066-43-4
6-O-benzyl-3-deoxy-3-N-(nosylamino)-4-O-mesyl-D-glucal

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 933066-59-2
3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: With potassium carbonate; In acetonitrile; at 20 ℃; for 3h;
DOI:10.1016/j.tet.2006.12.069

Reference yield:

: 933066-42-3
6-O-benzyl-3-deoxy-3-N-(nosylamino)-D-glucal

: 933066-59-2
3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / pyridine / CH₂Cl₂ / 18 h / 0 °C

2: 67 percent / K₂CO₃ / acetonitrile / 3 h / 20 °C

With pyridine; potassium carbonate; In dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2006.12.069

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 933066-59-2
3-O-[6-O-benzyl-2,3,4-trideoxy-4-N-(nosylamino)-α-D-threo-hex-2-enopyranosyl]-1,2;5,6-di-O-isopropylidene-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

2: 51 percent / pyridine / CH₂Cl₂ / 18 h / 0 °C

3: 67 percent / K₂CO₃ / acetonitrile / 3 h / 20 °C

With pyridine; potassium carbonate; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2006.12.069