phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside

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Chemical Name:phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside
CAS No.:404579-61-9
Molecular Formula:C₂₁H₁₉NO₆
Molecular Weight:381.385
Hs Code.:

Synonyms:phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside

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Chemical Property of phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside

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Technology Process of phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside

There total 4 articles about phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside 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%

: 404579-59-5
phenyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

: 404579-61-9
phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside

Guidance literature:: With pyridine; phosphoric acid; dicyclohexyl-carbodiimide; In dimethyl sulfoxide; toluene; at 20 ℃; for 72h;
DOI:10.1021/ja017370n

Reference yield:

: 404579-55-1
phenyl 2-acetamido-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

: 404579-61-9
phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / pyridine / 1.33 h / -15 °C

2: 78 percent / acetyl chloride / methanol; diethyl ether / 0.33 h / 0 °C

3: 84 percent / phosphoric acid; pyridine; DCC / toluene; dimethylsulfoxide / 72 h / 20 °C

With pyridine; phosphoric acid; acetyl chloride; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dimethyl sulfoxide; toluene; 3: Pfitzner-Morffatt oxidation;
DOI:10.1021/ja017370n

Reference yield:

: 404579-57-3
phenyl 2-acetamido-3,4-di-O-benzoyl-6-O-tertbutyldimethylsilyl-2-deoxy-β-D-glucopyranoside

: 404579-61-9
phenyl 2-acetamido-3-O-benzoyl-2,4-di-deoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / acetyl chloride / methanol; diethyl ether / 0.33 h / 0 °C

2: 84 percent / phosphoric acid; pyridine; DCC / toluene; dimethylsulfoxide / 72 h / 20 °C

With pyridine; phosphoric acid; acetyl chloride; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dimethyl sulfoxide; toluene; 2: Pfitzner-Morffatt oxidation;
DOI:10.1021/ja017370n