(R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol

Base Information

Chemical Name:(R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol
CAS No.:188343-70-6
Molecular Formula:C₁₇H₂₆O₅
Molecular Weight:310.39
Hs Code.:

Synonyms:(R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol

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Chemical Property of (R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol

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Technology Process of (R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol

There total 5 articles about (R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-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:

: 188343-69-3
(4S,5R,4'R)-5-(3-Benzyloxy-propyl)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]

: 188343-70-6
(R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol

: 188343-64-8
(2R,3S,4R)-7-benzyloxy-1,2,3,4-tetrahydroxyheptane

Guidance literature:: With Dowex 50W-X₈ resin; In methanol; water; for 24h;
DOI:10.1139/v97-010

Reference yield:

: 65371-70-2,77970-35-5,77970-36-6,88825-11-0
methyl 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-D-arabino-hept-2-enonate

: 188343-70-6
(R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / H₂ / Pd/C / ethanol / 18 h / 2068.6 Torr / Ambient temperature

2: 90 percent / LiAlH₄ / diethyl ether / a) 0 deg C, 0.5 h, 2.) RT, 14 h

3: 1.) NaH, 2.) Bu₄NI / 1.) THF, 0 deg C, 20 min, 2.) THF, a) 0 deg C, 30 min, b) RT, 24 h

4: 60 percent / Dowex 50W-X₈ resin / methanol; H₂O / 24 h

With lithium aluminium tetrahydride; Dowex 50W-X₈ resin; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; palladium on activated charcoal; In methanol; diethyl ether; ethanol; water;
DOI:10.1139/v97-010

Reference yield:

: 13039-93-5
2,2:4,5-di-O-isopropylidene-D-arabinose

: 188343-70-6
(R)-1-[(4R,5R)-5-(3-Benzyloxy-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / benzene / 3 h / Heating

2: 96 percent / H₂ / Pd/C / ethanol / 18 h / 2068.6 Torr / Ambient temperature

3: 90 percent / LiAlH₄ / diethyl ether / a) 0 deg C, 0.5 h, 2.) RT, 14 h

4: 1.) NaH, 2.) Bu₄NI / 1.) THF, 0 deg C, 20 min, 2.) THF, a) 0 deg C, 30 min, b) RT, 24 h

5: 60 percent / Dowex 50W-X₈ resin / methanol; H₂O / 24 h

With lithium aluminium tetrahydride; Dowex 50W-X₈ resin; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; palladium on activated charcoal; In methanol; diethyl ether; ethanol; water; benzene;
DOI:10.1139/v97-010