Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester
CAS No.:860640-04-6
Molecular Formula:C₂₇H₂₆F₃NO₉S₂
Molecular Weight:629.632
Hs Code.:

Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

Synonyms:Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

There total 5 articles about Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl 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:

: 860639-93-6
ethyl 3-O-allyl-6-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 358-23-6
trifluoromethylsulfonic anhydride

: 860640-04-6
Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With pyridine; In dichloromethane; at -5 - 20 ℃;
DOI:10.1081/CAR-200061584

Reference yield:

: 860640-10-4
Benzoic acid (2R,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-oxo-tetrahydro-pyran-2-ylmethyl ester

: 860640-04-6
Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄; n-Bu₄NBH₄ / tetrahydrofuran / 0.17 h / -10 °C

2: pyridine / CH₂Cl₂ / -5 - 20 °C

With pyridine; sodium tetrahydroborate; tetrabutylammonium borohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1081/CAR-200061584

Reference yield:

: ethyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 860640-04-6
Benzoic acid (2R,3S,4R,5R,6S)-4-allyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-3-trifluoromethanesulfonyloxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: ethylene glycol; trifluoroacetic acid / CH₂Cl₂ / 1 h

1.2: 84 percent / pyridine / 2 h / 0 °C

2.1: pyridine / CH₂Cl₂ / -5 - 20 °C

With pyridine; ethylene glycol; trifluoroacetic acid; In dichloromethane;
DOI:10.1081/CAR-200061584