(2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester
CAS No.:194544-20-2
Molecular Formula:C₁₆H₁₈O₄
Molecular Weight:274.317
Hs Code.:

Synonyms:(2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

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Chemical Property of (2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

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Technology Process of (2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

There total 4 articles about (2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester 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: 76.0%

: 100-39-0
benzyl bromide

: 194544-18-8
(2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid

: 194544-20-2
(2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 6h; Ambient temperature;
DOI:10.1039/a700655a

Reference yield:

: 194544-16-6
(4S,5S)-4-Allyl-5-hydroxymethyl-4-methyl-dihydro-furan-2-one

: 194544-20-2
(2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / CrO₃, H₂SO₄ / acetone / 12 h / Ambient temperature

2: 76 percent / K₂CO₃ / dimethylformamide / 6 h / Ambient temperature

With chromium(VI) oxide; sulfuric acid; potassium carbonate; In N,N-dimethyl-formamide; acetone;
DOI:10.1039/a700655a

Reference yield:

: 81480-31-1
(S)-(-)-4-methyl-5-trityloxymethyl-2(5H)-furanone

: 194544-20-2
(2S,3S)-3-Allyl-3-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) CuCN, CH₃Li / 1.) THF, Et₂O, -78 deg C to 0 deg C, 30 min; -78 deg C to 0 deg C, 30 min, 2.) THF, -78 deg C, 30 min

2: 93 percent / Amberlyst 15(H⁽¹⁺⁾) / methanol / 1.5 h / Heating

3: 100 percent / CrO₃, H₂SO₄ / acetone / 12 h / Ambient temperature

4: 76 percent / K₂CO₃ / dimethylformamide / 6 h / Ambient temperature

With chromium(VI) oxide; Amberlyst 15(H⁽¹⁺⁾); sulfuric acid; methyllithium; potassium carbonate; In methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1039/a700655a