(3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole
CAS No.:155585-34-5
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:

Synonyms:(3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

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Chemical Property of (3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

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Technology Process of (3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

There total 3 articles about (3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole 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: 89.0%

: 155585-33-4
Methanesulfonic acid (R)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-ethyl ester

: 155585-34-5
(3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: With sodium methylate; In methanol; for 2h; Ambient temperature;
DOI:10.1246/bcsj.67.236

Reference yield: 73.0%

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 155585-34-5
(3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In benzene; at 20 - 80 ℃; for 48.25h; Molecular sieve;

Reference yield:

: 155585-32-3,21090-86-8
3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

: 155585-34-5
(3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / 80percent aq. AcOH / 3 h / 50 °C

2: 89 percent / CH₃ONa / methanol / 2 h / Ambient temperature

With sodium methylate; acetic acid; In methanol;
DOI:10.1246/bcsj.67.236