4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate

Base Information

Chemical Name:4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate
CAS No.:1447801-90-2
Molecular Formula:C₆₀H₆₃NO₁₃
Molecular Weight:1006.16
Hs Code.:

Synonyms:4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate

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Chemical Property of 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate

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Technology Process of 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate

There total 5 articles about 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate 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: 82.0%

: 1276114-12-5
4-((benzyl(5-hydroxypentyl)carbamoyloxy)methyl)benzyl benzoate

: 1447801-65-1
phenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-1-thio-α-L-idopyranoside

: 1447801-90-2
4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; Inert atmosphere;
DOI:10.1021/jo400467g

Reference yield:

: 175978-40-2
phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-L-idopyranoside

: 1447801-90-2
4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid; triethylsilane / tetrahydrofuran / 2 h / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 5 h / 20 °C

3: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / -20 - 20 °C / Inert atmosphere

With triethylsilane; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo400467g

Reference yield:

: 1447801-80-0
phenyl 2-O-benzoyl-3,6-di-O-benzyl-1-thio-α-L-idopyranoside

: 1447801-90-2
4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3,6-di-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)-pentyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

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

2: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / -20 - 20 °C / Inert atmosphere

With dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jo400467g