p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Base Information

Chemical Name:p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside
CAS No.:1431139-40-0
Molecular Formula:C₃₃H₃₉N₃O₅S
Molecular Weight:589.756
Hs Code.:

Synonyms:p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

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Chemical Property of p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

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Technology Process of p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

There total 6 articles about p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 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:

: 1431139-41-1
p-tolyl 3-O-p-methoxybenzyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside

: 1431139-37-5
2,2-dimethyl-4-azidobutanoyl chloride

: 1431139-40-0
p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: p-tolyl 3-O-p-methoxybenzyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside; With 1H-imidazole; sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

2,2-dimethyl-4-azidobutanoyl chloride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ol4008475

Reference yield:

: 1053179-23-9
p-tolyl 3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

: 1431139-37-5
2,2-dimethyl-4-azidobutanoyl chloride

: 1431139-40-0
p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: p-tolyl 3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside; With 1H-imidazole; sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

2,2-dimethyl-4-azidobutanoyl chloride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol4008475

Reference yield:

: 1431139-36-4
ethyl 4-azido-2,2-dimethylbutanoate

: 1431139-40-0
p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide / ethanol; water / 3 h / Reflux

2.1: oxalyl dichloride / dichloromethane / 1 h / Reflux; Inert atmosphere

3.1: 1H-imidazole; sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

With 1H-imidazole; oxalyl dichloride; sodium hydride; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; mineral oil;
DOI:10.1021/ol4008475