ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:821805-21-4
Molecular Formula:C₅₇H₆₂O₂₁S
Molecular Weight:1115.17
Hs Code.:

ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Synonyms:ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

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Chemical Property of ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

There total 4 articles about ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside 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: 47.0%

: 821805-19-0
ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

: 50271-21-1
2,3,4-tri-O-benzoyl-β-D-xylopyranosyl bromide

: 821805-21-4
ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -40 ℃; for 2h;
DOI:10.1081/CAR-200040114

Reference yield:

: 821805-15-6
ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-3-O-allyl-4,6-benzylidene-1-thio-α-D-mannopyranoside

: 821805-21-4
ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C

2: 47 percent / silver triflate; 2,6-di-tert-butylpyridine / toluene; CH₂Cl₂ / 2 h / -40 °C

With hydrogenchloride; 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1081/CAR-200040114

Reference yield:

: methyl 2,3,4-tri-O-acetyl-α,β-D-glucopyranosyluronate trichloroacetimidate

: 821805-21-4
ethyl (methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->2)-[(2,3,4-tri-O-benzoyl-β-D-xylopyranosyl)-(1->4)]-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2 h / -20 °C

2: 71 percent / NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C

3: 47 percent / silver triflate; 2,6-di-tert-butylpyridine / toluene; CH₂Cl₂ / 2 h / -40 °C

With hydrogenchloride; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; silver trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1081/CAR-200040114