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

Base Information

Chemical Name:N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:1431139-50-2
Molecular Formula:C₅₉H₇₂N₄O₁₂
Molecular Weight:1029.24
Hs Code.:

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

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

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Chemical Property of N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

There total 4 articles about N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-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: 90.0%

: 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

: 1431139-50-2
N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With pyridine; hydrazine hydrate; acetic acid; allyl alcohol; at 20 ℃; for 0.5h;
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

: 1431139-50-2
N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: pyridine; acetic acid; allyl alcohol; hydrazine hydrate / 0.5 h / 20 °C

With pyridine; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; allyl alcohol; dicyclohexyl-carbodiimide; In dichloromethane; 1: |Steglich Esterification;
DOI:10.1021/ol4008475

Reference yield:

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

: 1431139-50-2
N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: para-thiocresol; trifluoroacetic acid / dichloromethane / 0 - 20 °C

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

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

4: pyridine; acetic acid; allyl alcohol; hydrazine hydrate / 0.5 h / 20 °C

With pyridine; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; allyl alcohol; para-thiocresol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; 2: |Steglich Esterification;
DOI:10.1021/ol4008475