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

Base Information

• Chemical Name: 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-[(triisopropylsiloxy)-methyl]-α-L-idopyranosyl)oxy)pentyl]carbamate
• CAS No.: 1447801-92-4
• Molecular Formula: C₆₃H₇₉NO₁₄Si
• Molecular Weight: 1102.4

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

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

There total 3 articles about 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-[(triisopropylsiloxy)-methyl]-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: 91.0%

4-((benzyl(5-hydroxypentyl)carbamoyloxy)methyl)benzyl benzoate (1276114-12-5) + phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-1-thio-6-O-[(triisopropylsiloxy)methyl]-α-L-idopyranoside (1447801-69-5) → 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-[(triisopropylsiloxy)-methyl]-α-L-idopyranosyl)oxy)pentyl]carbamate (1447801-92-4)

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo400467g

Reference yield:

phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-1-thio-α-Lidopyranoside → 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-[(triisopropylsiloxy)-methyl]-α-L-idopyranosyl)oxy)pentyl]carbamate (1447801-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

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

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo400467g

Reference yield:

chloromethoxy-triisopropyl-silane (217300-17-9) → 4-[(phenylcarboxy)methyl]benzyl N-benzyl-N-[5-((2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-6-O-[(triisopropylsiloxy)-methyl]-α-L-idopyranosyl)oxy)pentyl]carbamate (1447801-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

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

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo400467g

upstream raw materials:

chloromethoxy-triisopropyl-silane

4-((benzyl(5-hydroxypentyl)carbamoyloxy)methyl)benzyl benzoate

phenyl 2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-1-thio-6-O-[(triisopropylsiloxy)methyl]-α-L-idopyranoside

Downstream raw materials:

4-(phenylcarboxymethyl)benzyl N-benzyl N-(5-(2-O-benzoyl-3-O-benzyl-6-O-tri-iso-propylsiloxymethyl-α-L-idopyranosyloxy)pentyl)carbamate

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