4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside
CAS No.:1401413-59-9
Molecular Formula:C₃₆H₄₀O₁₁
Molecular Weight:648.707
Hs Code.:

Synonyms:4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside

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Chemical Property of 4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside

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Technology Process of 4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside

There total 10 articles about 4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside 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: 96.0%

: 1401413-58-8
C₃₁H₃₄O₉

: 123-76-2
levulinic acid

: 1401413-59-9
4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; In dichloromethane; at 20 ℃;

Reference yield:

: 1140963-84-3
4-methoxyphenyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 1401413-59-9
4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: N,N,N,N,-tetramethylethylenediamine / dichloromethane / 1 h / Inert atmosphere

2: triethylsilane; phenylborondichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere; Molecular sieve

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 0 °C / Inert atmosphere

With triethylsilane; dmap; N,N,N,N,-tetramethylethylenediamine; phenylborondichloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1002/anie.202105647

Reference yield:

: 4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-1-thio-α-D-mannopyranoside

: 1401413-59-9
4-methoxyphenyl 2-O-allyloxycarbonyl-3,4-di-O-benzyl-6-O-levulenoyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: triethylsilane; phenylborondichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere; Molecular sieve

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 0 °C / Inert atmosphere

With triethylsilane; dmap; phenylborondichloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1002/anie.202105647