Z-⁽²⁾-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: Z-⁽²⁾-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate
• CAS No.: 1617539-91-9
• Molecular Formula: C₂₇H₂₄O₇S
• Molecular Weight: 492.549

Synonyms:Z-⁽²⁾-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate

Chemical Property of Z-⁽²⁾-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate

Chemical Property:

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Technology Process of Z-⁽²⁾-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate

There total 1 articles about Z-⁽²⁾-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate 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: 62.0%

p-toluenesulfonyl chloride (98-59-9) + (Z)-3,4-bis(benzyloxy)-5-(2-hydroxyethylidene)furan-2(5H)-one (185675-57-4) → Z-(2)-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate (1617539-91-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2014.05.042

Reference yield: 68.0%

Z-(2)-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate (1617539-91-9) → (Z)-C-6-azido-2,3-O,O-dibenzyl-4,5-didehydro-5,6-dideoxy-L-ascorbic acid (1617539-93-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2014.05.042

Reference yield:

Z-(2)-(3,4-bis(benzyloxy)-5-oxofuran-2(5H)-ylidine)ethyl 4-methylbenzenesulfonate (1617539-91-9) → C40H42N4O4 (1617539-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / N,N-dimethyl-formamide / 20 °C

2: copper(ll) sulfate pentahydrate; sodium L-ascorbate; benzoic acid / tert-butyl alcohol; water / 1 h

3: ethanol / 20 °C

With sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate; benzoic acid; In ethanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/j.ejmech.2014.05.042

upstream raw materials:

p-toluenesulfonyl chloride

(Z)-3,4-bis(benzyloxy)-5-(2-hydroxyethylidene)furan-2(5H)-one

Downstream raw materials:

C₄₀H₄₂N₄O₄

(Z)-3,4-bis(benzyloxy)-1-octyl-5-(2-(4-(pyridin-2-yl)-1H-1,2,3-triazol-1-yl)ethylidene)-1H-pyrrol-2(5H)-one

5-(2-(4-benzyl-1H-1,2,3-triazol-1-yl)ethyl)-3,4-bis(benzyloxy)-5-hydroxy-1H-pyrrol-2(5H)-one

3,4-bis(benzyloxy)-5-hydroxy-5-(2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethyl)-1H-pyrrol-2(5H)-one

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