methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside

Base Information

Chemical Name:methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside
CAS No.:496045-69-3
Molecular Formula:C₄₈H₅₂O₁₀
Molecular Weight:788.935
Hs Code.:

Synonyms:methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside

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Chemical Property of methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside

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Technology Process of methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside

There total 7 articles about methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside 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: 83.0%

: 496045-68-2
ethyl 2,4-di-O-benzyl-3,6-dideoxy-1-thio-α,β-D-xylo-hexopyranoside

: 496045-67-1
methyl 2-O-benzoyl-4,6-di-O-benzyl-α-D-talopyranoside

: 496045-69-3
methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; for 0.5h;
DOI:10.1139/v02-118

Reference yield:

: 63167-71-5
methyl 6-O-benzoyl-2,3-O-isopropylidene-α-D-talopyranoside

: 496045-69-3
methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / sodium methoxide / methanol

2.1: 97 percent / NaH / dimethylformamide / 0 - 20 °C

3.1: 91 percent / acetic acid / H₂O / 0.5 h / 80 °C

4.1: p-toluenesulfonic acid / CH₂Cl₂ / 5 h

4.2: 81 percent / acetic acid / H₂O / 0.5 h

5.1: 83 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0.5 h

With N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1139/v02-118

Reference yield:

: 63167-70-4
Methyl 6-O-benzoyl-2,3-O-isopropylidene-α-D-mannopyranoside

: 496045-69-3
methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2,4-di-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-talopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h

2.1: 2.54 g / NaBH₄ / methanol / 0.17 h

3.1: 92 percent / sodium methoxide / methanol

4.1: 97 percent / NaH / dimethylformamide / 0 - 20 °C

5.1: 91 percent / acetic acid / H₂O / 0.5 h / 80 °C

6.1: p-toluenesulfonic acid / CH₂Cl₂ / 5 h

6.2: 81 percent / acetic acid / H₂O / 0.5 h

7.1: 83 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0.5 h

With sodium tetrahydroborate; N-iodo-succinimide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1139/v02-118