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

Base Information

Chemical Name:(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(S)-oxetan-2-yl-tetrahydro-furo[2,3-d][1,3]dioxole
CAS No.:220051-35-4
Molecular Formula:C₁₇H₂₂O₅
Molecular Weight:306.359
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 1 articles about (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(S)-oxetan-2-yl-tetrahydro-furo[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:

: 1774-47-6
trimethylsulfoxonium iodide

: 37776-17-3
5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-β-L-idofuranose

: 220051-35-4
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(S)-oxetan-2-yl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: With potassium tert-butylate; Yield given. Multistep reaction; 1.) tert-BuOH, 50 deg C, 30 min, 2.) tert-BuOH, 50 deg C;
DOI:10.1055/s-1998-2219

Reference yield: 80.0%

: 108-24-7
acetic anhydride

: 64-19-7,77671-22-8
acetic acid

: 220051-35-4
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(S)-oxetan-2-yl-tetrahydro-furo[2,3-d][1,3]dioxole

: 220098-13-5
Acetic acid (S)-3-acetoxy-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propyl ester

Guidance literature:: With sodium acetate; at 140 ℃;
DOI:10.1055/s-1998-2219

Reference yield:

: 220051-35-4
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(S)-oxetan-2-yl-tetrahydro-furo[2,3-d][1,3]dioxole

: 151670-03-0
3-O-benzyl-6-deoxy-1,2-O-isopropylidene-β-L-ido-heptofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaOAc / 140 °C

2: 76 percent / NaOMe / methanol / 1 h / Ambient temperature

With sodium methylate; sodium acetate; In methanol;
DOI:10.1055/s-1998-2219