(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

Base Information

Chemical Name:(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
CAS No.:201863-43-6
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 8 articles about (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 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: 85.0%

: 201863-42-5
(3aR,4R,6R,6aS)-4-((R)-Benzyloxy-phenyl-methyl)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

: 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

Guidance literature:: With acetic acid; for 8h; Ambient temperature;

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

: 201863-43-6
(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

Guidance literature:: Multi-step reaction with 7 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

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;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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