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

Base Information

Chemical Name:4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-(methyl ((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)uronate)pentyl]carbamate
CAS No.:1447801-94-6
Molecular Formula:C₅₄H₅₇NO₁₄
Molecular Weight:944.045
Hs Code.:

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

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

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

There total 7 articles about 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-(methyl ((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)uronate)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: 69.0%

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

: 1447801-63-9
methyl 3-O-benzyl-4-O-levulinoyl-1,2-O-[(1-pent-4-enyloxy)benzylidene]-β-L-idopyranuronate

: 1447801-94-6
4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-(methyl ((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)uronate)pentyl]carbamate

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; Temperature;
DOI:10.1021/jo400467g

Reference yield: 66.0%

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

: 175978-45-7
(2R,3S,4S,5R,6S)-5-Benzoyloxy-4-benzyloxy-3-(4-oxo-pentanoyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester

: 1447801-94-6
4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-(methyl ((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)uronate)pentyl]carbamate

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

Reference yield:

: 98-88-4
benzoyl chloride

: 1447801-94-6
4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-(methyl ((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-α-L-idopyranosyl)oxy)uronate)pentyl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; pyridine / dichloromethane / -40 - 20 °C

2.1: hydrogen bromide / dichloromethane; acetic acid / 3 h / 0 °C

2.2: 20 h / 20 °C / Inert atmosphere

3.1: trimethyltin(IV) hydroxide / toluene / 1 h / 100 °C / Microwave irradiation

3.2: 60 °C / Microwave irradiation

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

5.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0 °C

With pyridine; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; hydrogen bromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trimethyltin(IV) hydroxide; In dichloromethane; acetic acid; toluene;
DOI:10.1021/jo400467g