ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside

Base Information

Chemical Name:ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside
CAS No.:685104-35-2
Molecular Formula:C₄₁H₅₀O₁₇S
Molecular Weight:846.904
Hs Code.:

Synonyms:ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside

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Chemical Property of ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside

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Technology Process of ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside

There total 3 articles about ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside 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: 88.0%

: 127753-95-1
ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

: 685104-34-1
2,4-di-O-benzoyl-3-O-(2,3,3'-tri-O-acetyl-β-D-apiofuranosyl)-α-D-xylopyranosyl trichloroacetimidate

: 685104-35-2
ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -50 - 20 ℃; for 45h;
DOI:10.1002/ejoc.200300580

Reference yield:

: C₃₇H₃₈O₁₄

: 685104-35-2
ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside

Guidance literature:: Multi-step reaction with 3 steps

1: 37 percent / hydrogen / Pd/C / ethyl acetate; aq. ethanol / 24 h / 40 °C / 38002.6 Torr

2: 89 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

3: 88 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 45 h / -50 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.200300580

Reference yield:

: C₃₀H₃₂O₁₄

: 685104-35-2
ethyl 2,3,3'-tri-O-acetyl-β-D-apiofuranosyl-(1->3)-2,4-di-O-benzoyl-β-D-xylopyranosyl-(1->4)-2,3-O-isopropylidene-1-thio-α-L-rhamnoside

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

2: 88 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 45 h / -50 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1002/ejoc.200300580