ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:569650-69-7
Molecular Formula:C₄₇H₅₆O₁₀S
Molecular Weight:813.022
Hs Code.:

Synonyms:ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

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Chemical Property of ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

There total 4 articles about ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-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: 74.0%

: 116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: 569650-68-6
ethyl 2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

: 569650-69-7
ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -10 ℃; for 0.75h;
DOI:10.1016/S0008-6215(02)00499-8

Reference yield:

: 142924-31-0
S-ethyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 569650-69-7
ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: Bu₂SnO / methanol / 2 h / Heating

1.2: 83 percent / 10 h / 63 °C

2.1: 100 percent / pyridine / 2 h / 20 °C

3.1: 82 percent / NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 0.42 h / 0 °C

4.1: 74 percent / N-iodosuccinimide; TfOH / CH₂Cl₂ / 0.75 h / -10 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; di(n-butyl)tin oxide; sodium cyanoborohydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0008-6215(02)00499-8

Reference yield:

: 319922-00-4
ethyl 3-O-allyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 569650-69-7
ethyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl-(1->4)-2-O-acetyl-3-O-allyl-6-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridine / 2 h / 20 °C

2: 82 percent / NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 0.42 h / 0 °C

3: 74 percent / N-iodosuccinimide; TfOH / CH₂Cl₂ / 0.75 h / -10 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0008-6215(02)00499-8