trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Base Information

Chemical Name:trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester
CAS No.:934349-43-6
Molecular Formula:C₃₈H₃₉F₃O₁₀S
Molecular Weight:744.783
Hs Code.:

Synonyms:trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

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Chemical Property of trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

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Technology Process of trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

There total 5 articles about trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester 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: 100.0%

: 934349-42-5
(2S)-methyl 2-hydroxy-2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-ethanoate

: 358-23-6
trifluoromethylsulfonic anhydride

: 934349-43-6
trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1055/s-2007-968002

Reference yield:

: 883143-12-2
(1R)-2,3,4,6-tetra-O-benzyl-3'(S)-carboxymethyl-spiro[1,5-anhydro-D-glucitol-1,2'-oxirane]

: 934349-43-6
trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: tributyltin hydride; trimethylsilyltrifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 0 °C

1.2: 100 percent / trifluoroacetic acid / tetrahydrofuran; CH₂Cl₂ / 2 h

2.1: 100 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; tri-n-butyl-tin hydride; In dichloromethane;
DOI:10.1055/s-2007-968002

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 934349-43-6
trifluoromethanesulfonyloxy-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / LiHMDS / tetrahydrofuran / 2 h / -78 - 20 °C

2.1: tributyltin hydride; trimethylsilyltrifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 0 °C

2.2: 100 percent / trifluoroacetic acid / tetrahydrofuran; CH₂Cl₂ / 2 h

3.1: 100 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; tri-n-butyl-tin hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2007-968002