(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

Base Information

Chemical Name:(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine
CAS No.:1333523-86-6
Molecular Formula:C₅₅H₅₅NO₁₈
Molecular Weight:1018.04
Hs Code.:

(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

Synonyms:(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

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Chemical Property of (2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

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Technology Process of (2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

There total 7 articles about (2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine 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: 65.0%

: 1333523-78-6
(2S,3S,4S)-1-(tert-butoxycarbonyl)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidine

: 251451-11-3
2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl trichloroacetimidate

: 1333523-86-6
(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

Guidance literature:: (2S,3S,4S)-1-(tert-butoxycarbonyl)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidine; 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl trichloroacetimidate; In dichloromethane; at -40 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere; Molecular sieve;
DOI:10.1039/c1cc13675e

Reference yield:

: 1333523-93-5
benzyl α-L-arabinofuranoside

: 1333523-86-6
(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 0.5 h / -40 °C / Molecular sieve; Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere; Molecular sieve

2.1: pyridine / dichloromethane / 3 h / 0 - 20 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 24 h

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C

5.1: dichloromethane / 0.5 h / -40 °C / Molecular sieve; Inert atmosphere

5.2: 1 h / 0 °C / Inert atmosphere; Molecular sieve

With pyridine; palladium 10% on activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; ethyl acetate;
DOI:10.1039/c1cc13675e

Reference yield:

: 1357007-67-0
benzyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranoside

: 1333523-86-6
(2S,3S,4S)-3,4-dihydroxy-1-(tert-butoxycarbonyl)-2-([2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyloxy]methyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / dichloromethane / 3 h / 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 24 h

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C

4.1: dichloromethane / 0.5 h / -40 °C / Molecular sieve; Inert atmosphere

4.2: 1 h / 0 °C / Inert atmosphere; Molecular sieve

With pyridine; palladium 10% on activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; ethyl acetate;
DOI:10.1039/c1cc13675e