(4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate

Base Information

• Chemical Name: (4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate
• CAS No.: 905914-01-4
• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.396

Synonyms:(4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate

Chemical Property of (4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate

Chemical Property:

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Technology Process of (4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate

There total 1 articles about (4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate 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: 84.0%

(Z)-3-((3aR,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acrylic acid ethyl ester → (4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate (905914-01-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 80 ℃; for 5h;

DOI:10.1016/j.carres.2006.04.021

Reference yield: 85.0%

(4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate (905914-01-4) + 3-pyridinecarboxaldehyde (500-22-1) → (4Z) 3-O-benzyl-6-carbethoxy-5,6-dideoxy-7-hydroxy-1,2-O-isopropylidene-7-(3-pyridyl)-β-L-threo-hept-4-enofuranose (905914-03-6)

Guidance literature:

1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 - 20 ℃; for 9.5h;

DOI:10.1016/j.carres.2006.04.021

Reference yield: 85.0%

(4Z) ethyl (3-O-benzyl-1,2-O-isopropylidene-β-L-threo)-hept-4-enofuranuronate (905914-01-4) + benzaldehyde (100-52-7) → (4Z) 3-O-benzyl-6-carbethoxy-5,6-dideoxy-7-hydroxy-1,2-O-isopropylidene-7-phenyl-β-L-threo-hept-4-enofuranose (905914-07-0)

Guidance literature:

1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 - 20 ℃; for 9.5h;

DOI:10.1016/j.carres.2006.04.021

Downstream raw materials:

(4Z) 3-O-benzyl-6-carbethoxy-5,6-dideoxy-7-hydroxy-1,2-O-isopropylidene-7-(2-pyridyl)-β-L-threo-hept-4-enofuranose

(4Z) 3-O-benzyl-6-carbethoxy-5,6-dideoxy-7-hydroxy-1,2-O-isopropylidene-7-(3-pyridyl)-β-L-threo-hept-4-enofuranose

(4Z) 3-O-benzyl-6-carbethoxy-5,6-dideoxy-7-hydroxy-1,2-O-isopropylidene-7-(thiophene-2-yl)-β-L-threo-hept-4-enofuranose

(4Z) 3-O-benzyl-6-carbethoxy-5,6-dideoxy-7-hydroxy-1,2-O-isopropylidene-7-phenyl-β-L-threo-hept-4-enofuranose

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