methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate

Base Information

Chemical Name:methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate
CAS No.:110537-93-4
Molecular Formula:C₁₇H₁₈O₈
Molecular Weight:350.325
Hs Code.:

Synonyms:methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate

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Technology Process of methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate

There total 3 articles about methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate 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%

: 37797-57-2
methyl (phenyl 2,3,4-tri-O-acetyl-α-D-glycopyranosid)uronate

: 110537-93-4
methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate

Guidance literature:: With 1,5-Diazabicyclo[5.4.0]undec-5-ene; In benzene; Ambient temperature;
DOI:10.1016/S0008-6215(00)90003-X

Reference yield:

: 3082-96-0,5432-32-6,7355-18-2,19231-41-5,30628-06-9,30628-07-0,40268-90-4,40268-95-9,40269-24-7,104195-05-3,108032-41-3
methyl 1,2,3,4-tetra-O-acetyl-α,β-D-glucopyranosyluronate

: 110537-93-4
methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate

Guidance literature:: Multi-step reaction with 2 steps

1: zinc(II) chloride / 2 h / 80 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; In dichloromethane;
DOI:10.1021/ja209067v

Reference yield:

: D-glucurono-6,3-lactone

: 110537-93-4
methyl (phenyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 0 - 20 °C

1.2: 1.5 h / 0 °C

2.1: zinc(II) chloride / 2 h / 80 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

With sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; In methanol; dichloromethane;
DOI:10.1021/ja209067v