(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol
CAS No.:114340-81-7
Molecular Formula:C₂₀H₂₂O₅
Molecular Weight:342.392
Hs Code.:

Synonyms:(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol

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Chemical Property of (2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol

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Technology Process of (2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol

There total 4 articles about (2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol 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: 87.0%

: 114340-80-6
Toluene-4-sulfonic acid (S)-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-phenyl-methyl ester

: 107-21-1
ethylene glycol

: 114340-81-7
(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 1h; Heating;
DOI:10.1016/S0040-4039(00)96428-1

Reference yield:

: 908142-25-6
1-2 O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

: 114340-81-7
(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: NaIO₄ / ethanol; H₂O / 0.5 h / Ambient temperature

2: 73 percent / diethyl ether / 2 h / Ambient temperature

3: 86 percent / pyridine / 24 h / Ambient temperature

4: 87 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

With sodium periodate; toluene-4-sulfonic acid; In pyridine; diethyl ether; ethanol; water; benzene;
DOI:10.1016/S0040-4020(01)80093-4

Reference yield:

: 18439-42-4,18439-43-5
3-O-benzyl-1,2-O-isopropylidene-5-C-phenyl-α-L-ido-pentofuranose

: 114340-81-7
(2R,3R,4S,5R)-4-Benzyloxy-5-[1,3]dioxolan-2-yl-2-phenyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / pyridine / 24 h / Ambient temperature

2: 87 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

toluene-4-sulfonic acid; In pyridine; benzene;
DOI:10.1016/S0040-4020(01)80093-4