4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

Base Information

Chemical Name:4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate
CAS No.:1447802-02-9
Molecular Formula:C₅₅H₅₇NO₁₁
Molecular Weight:908.058
Hs Code.:

Synonyms:4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

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Chemical Property of 4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

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Technology Process of 4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

There total 6 articles about 4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)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: 91.0%

: 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

: 1447802-02-9
4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

Guidance literature:: With hydrazinium monoacetate; In methanol; dichloromethane;
DOI:10.1021/jo400467g

Reference yield:

: C₂₁H₂₂O₆

: 1447802-02-9
4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

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

2: CSA / N,N-dimethyl-formamide / 5 h / 60 °C

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

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 5 h / 20 °C

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

6: hydrazinium monoacetate / dichloromethane; methanol

With triethylsilane; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; hydrazinium monoacetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
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

: 1447802-02-9
4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3,6-di-O-benzyl-α-L-idopyranosyloxy)pentyl)carbamate

Guidance literature:: Multi-step reaction with 4 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

4: hydrazinium monoacetate / dichloromethane; methanol

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