Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

Base Information

Chemical Name:Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester
CAS No.:201863-44-7
Molecular Formula:C₂₅H₃₂O₁₀S₂
Molecular Weight:556.655
Hs Code.:

Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

Synonyms:Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

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Chemical Property of Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

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Technology Process of Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

There total 9 articles about Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl 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: 84.0%

: 124-63-0
methanesulfonyl chloride

: 201863-43-6
(R)-1-[(3aS,4R,6R,6aR)-6-((R)-Benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethane-1,2-diol

: 201863-44-7
Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

Guidance literature:: With TEA; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

: 108-86-1,52753-63-6
bromobenzene

: 201863-44-7
Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Mg / 1.) THF, 2.) 0 deg C, 3 h

2: 79 percent / PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 50 °C

3: 80 percent / NaBH₄ / methanol / 0.5 h / -10 °C

4: 86 percent / NaH / dimethylformamide / 1 h / Ambient temperature

5: 85 percent / 60percent aq. AcOH / 8 h / Ambient temperature

6: 84 percent / TEA / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; dipyridinium dichromate; 4 A molecular sieve; TEA; sodium hydride; magnesium; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose

: 201863-44-7
Methanesulfonic acid (R)-1-[(3aS,4S,6R,6aR)-6-((R)-benzyloxy-phenyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-methanesulfonyloxy-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) t-BuOK / 1.) DMSO, 10 deg C, 30 min, 2.) DMSO, r.t., 30 min

2: 1.) oxalyl dichloride, DMSO, 2.) TEA / 1.) CH₂Cl₂, - 78 deg C, 45 min, 2.) -78 deg C to r.t.

3: 1.) Mg / 1.) THF, 2.) 0 deg C, 3 h

4: 79 percent / PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 50 °C

5: 80 percent / NaBH₄ / methanol / 0.5 h / -10 °C

6: 86 percent / NaH / dimethylformamide / 1 h / Ambient temperature

7: 85 percent / 60percent aq. AcOH / 8 h / Ambient temperature

8: 84 percent / TEA / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; dipyridinium dichromate; oxalyl dichloride; 4 A molecular sieve; TEA; potassium tert-butylate; sodium hydride; magnesium; acetic acid; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide;