(R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol

Base Information

Chemical Name:(R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol
CAS No.:151670-02-9
Molecular Formula:C₁₇H₂₄O₆
Molecular Weight:324.374
Hs Code.:

Synonyms:(R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol

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Chemical Property of (R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol

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Technology Process of (R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol

There total 7 articles about (R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-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%

: 220051-17-2
Acetic acid (R)-3-acetoxy-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propyl ester

: 151670-02-9
(R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol

Guidance literature:: With sodium methylate; In methanol; for 1h; Ambient temperature;
DOI:10.1055/s-1998-2219

Reference yield: 51.0%

: 151670-11-0
methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronate

: 151670-02-9
(R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -20 ℃; for 3h;
DOI:10.1016/0040-4020(94)00978-4

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 151670-02-9
(R)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propane-1,3-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / pyridine / 24 h / Ambient temperature

2: 67 percent / NaOMe / methanol; CHCl₃ / 2 h / Ambient temperature

3: 1.) tert-BuOK / 1.) tert-BuOH, 50 deg C, 30 min, 2.) tert-BuOH, 50 deg C

4: 90 percent / NaOAc / 140 °C

5: 85 percent / NaOMe / methanol / 1 h / Ambient temperature

With pyridine; potassium tert-butylate; sodium methylate; sodium acetate; In methanol; chloroform;
DOI:10.1055/s-1998-2219