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

Base Information

Chemical Name:p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-1-thio-α-L-rhamnopyranoside
CAS No.:1431139-43-3
Molecular Formula:C₂₆H₃₃N₃O₅S
Molecular Weight:499.631
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 1 articles about p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-4-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: 81.0%

: 1431139-42-2
p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-3-O-p-methoxybenzyl-4-O-benzyl-1-thio-α-L-rhamnopyranoside

: 1431139-43-3
p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: With para-thiocresol; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol4008475

Reference yield: 90.0%

: 1431139-43-3
p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-1-thio-α-L-rhamnopyranoside

: 123-76-2
levulinic acid

: 1431139-44-4
p-tolyl 2-O-(2,2-dimethyl-4 azidobutanoyl)-3-O-(4-oxopentanoyl)-4-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1021/ol4008475

Reference yield:

: 1431139-43-3
p-tolyl 2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-1-thio-α-L-rhamnopyranoside

: 1431139-49-9
N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-3-O-(4-oxopentanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 °C

2: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.67 h / -40 °C

With dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; dicyclohexyl-carbodiimide; In dichloromethane; 1: |Steglich Esterification;
DOI:10.1021/ol4008475