phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

Base Information

Chemical Name:phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside
CAS No.:1447801-68-4
Molecular Formula:C₃₉H₄₀O₉S
Molecular Weight:684.807
Hs Code.:

Synonyms:phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

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Chemical Property of phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

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Technology Process of phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

There total 5 articles about phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside 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: 81.0%

: 1447801-81-1
phenyl 2-O-benzoyl-3-O-benzyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

: 123-76-2
levulinic acid

: 1447801-68-4
phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jo400467g

Reference yield:

: C₂₁H₂₂O₆

: 1447801-68-4
phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: zinc(II) iodide / dichloromethane / 20 °C

2.1: CSA / toluene / 2 h / Reflux

3.1: iodine / 0.08 h / Inert atmosphere

3.2: 0.25 h / -20 °C / Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 5 h / 20 °C

With dmap; iodine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc(II) iodide; In dichloromethane; toluene;
DOI:10.1021/jo400467g

Reference yield:

: 1447801-79-7
phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-(p-methoxybenzylidene)-1-thio-α-L-idopyranoside

: 1447801-68-4
phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-(p-methoxybenzyl)-1-thio-α-L-idopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine / 0.08 h / Inert atmosphere

1.2: 0.25 h / -20 °C / Inert atmosphere

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 5 h / 20 °C

With dmap; iodine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jo400467g