(4R,4'R)-O³,O^3'-dibenzyl-O¹,O²;O^1',O^2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose

Base Information

• Chemical Name: (4R,4'R)-O³,O^3'-dibenzyl-O¹,O²;O^1',O^2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose
• CAS No.: 50692-96-1
• Molecular Formula: C₃₀H₃₄N₂O₁₀
• Molecular Weight: 582.607

Synonyms:(4R,4'R)-O³,O^3'-dibenzyl-O¹,O²;O^1',O^2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose

Chemical Property of (4R,4'R)-O³,O^3'-dibenzyl-O¹,O²;O^1',O^2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose

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Technology Process of (4R,4'R)-O³,O^3'-dibenzyl-O¹,O²;O^1',O^2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose

There total 6 articles about (4R,4'R)-O³,O^3'-dibenzyl-O¹,O²;O^1',O^2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose 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: 57.0%

(3aR,5S,6R,6aR)-6-(benzyloxy)-N-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carbimidoyl chloride (35016-92-3,26928-33-6) + 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene (82659-55-0) → (4R,4'R)-O3,O3'-dibenzyl-O1,O2;O1',O2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose (50692-96-1) + C52H57NO10 (1362080-80-5) + C52H57NO10 (1362080-82-7)

Guidance literature:

With dmap; In 1,2-dichloro-ethane; for 3h; optical yield given as %de; regiospecific reaction; Reflux;

DOI:10.1016/j.carres.2011.11.025

Reference yield: 46.0%

(3aR,5S,6R,6aR)-6-(benzyloxy)-N-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carbimidoyl chloride (35016-92-3,26928-33-6) + 1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene (82659-52-7) → (4R,4'R)-O3,O3'-dibenzyl-O1,O2;O1',O2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose (50692-96-1) + C52H57NO10 (1362080-52-1) + C52H57NO10 (1362080-55-4)

Guidance literature:

With dmap; In 1,2-dichloro-ethane; for 3h; optical yield given as %de; regiospecific reaction; Reflux;

DOI:10.1016/j.carres.2011.11.025

Reference yield: 42.0%

(3aR,5S,6R,6aR)-6-(benzyloxy)-N-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carbimidoyl chloride (35016-92-3,26928-33-6) + 3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)propene (82659-59-4) → (4R,4'R)-O3,O3'-dibenzyl-O1,O2;O1',O2'-diisopropylidene-4,4'-(2-oxy-furazan-3,4-diyl)-bis-β-L-threofuranose (50692-96-1) + C52H57NO10 (1362080-67-8) + C52H57NO10 (1362080-69-0)

Guidance literature:

With dmap; In 1,2-dichloro-ethane; for 3h; optical yield given as %de; regiospecific reaction; Reflux;

DOI:10.1016/j.carres.2011.11.025

upstream raw materials:

(3aR,5S,6R,6aR)-6-(benzyloxy)-N-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carbimidoyl chloride

3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)propene

1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-2-propene

3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene

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