Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

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Chemical Name:Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester
CAS No.:219313-10-7
Molecular Formula:C₂₉H₂₉F₃O₉S
Molecular Weight:610.605
Hs Code.:

Synonyms:Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

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Chemical Property of Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

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Technology Process of Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

There total 5 articles about Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl 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: 90.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 195875-35-5
methyl 3-O-benzoyl-4,6-di-O-benzyl-α-D-glucopyranoside

: 219313-10-7
Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With pyridine; In dichloromethane; -10 to 0 deg C, 2 h, rt, 6 h;
DOI:10.1016/S0008-6215(98)00219-5

Reference yield:

: 58341-71-2
Methyl 4,6-di-O-benzyl-α-D-glucopyranoside

: 219313-10-7
Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) dibutyltin oxide; 2.) tetrabutylammonium iodide / 1.) MeOH, reflux; 2.) toluene, reflux, 16 h

2: 100 percent / pyridine / CH₂Cl₂ / 4 h / 0 deg C to rt

3: 75 percent / palladium chloride / methanol / 12 h / Ambient temperature

4: 90 percent / pyridine / CH₂Cl₂ / -10 to 0 deg C, 2 h, rt, 6 h

With pyridine; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; palladium dichloride; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(98)00219-5

Reference yield:

: 219313-07-2
Methyl 2-O-allyl-4,6-di-O-benzyl-α-[*]-mannopyranoside

: 219313-10-7
Benzoic acid (2R,3R,4S,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-methoxy-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridine / CH₂Cl₂ / 4 h / 0 deg C to rt

2: 75 percent / palladium chloride / methanol / 12 h / Ambient temperature

3: 90 percent / pyridine / CH₂Cl₂ / -10 to 0 deg C, 2 h, rt, 6 h

With pyridine; palladium dichloride; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(98)00219-5