(S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester
CAS No.:479064-31-8
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

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Chemical Property of (S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

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Technology Process of (S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

There total 7 articles about (S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl 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: 92.0%

: 479064-30-7
(E)-3-[(1S,3S)-3-Benzyloxy-1-(2-iodo-ethyl)-butoxy]-2-methyl-acrylic acid methyl ester

: 2-[(R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

: 479064-31-8
(S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

Guidance literature:: With triethyl borane; tri-n-butyl-tin hydride; In hexane; toluene; at -78 ℃; for 1h;
DOI:10.1021/ol0500160

Reference yield:

: 849482-33-3
(3R,5S)-5-Benzyloxy-hexane-1,3-diol

: 479064-31-8
(S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 8 h / 0 °C

2: 74 percent / PPTS / benzene / 4 h / Heating

3: 85 percent / NaI / acetone / 3 h / Heating

4: 92 percent / n-Bu₃SnH; Et₃B / toluene; hexane / 1 h / -78 °C

With triethyl borane; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; triethylamine; sodium iodide; In hexane; dichloromethane; acetone; toluene; benzene;
DOI:10.1021/ol0500160

Reference yield:

: 849482-18-4
((2S,4S,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetic acid tert-butyl ester

: 479064-31-8
(S)-2-[(2S,5R)-5-((S)-2-Benzyloxy-propyl)-tetrahydro-furan-2-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂ / 1 h / 0 °C

2: 95 percent / Et₃N / CH₂Cl₂ / 8 h / 0 °C

3: 74 percent / PPTS / benzene / 4 h / Heating

4: 85 percent / NaI / acetone / 3 h / Heating

5: 92 percent / n-Bu₃SnH; Et₃B / toluene; hexane / 1 h / -78 °C

With lithium aluminium tetrahydride; aluminium trichloride; triethyl borane; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; triethylamine; sodium iodide; In diethyl ether; hexane; dichloromethane; acetone; toluene; benzene;
DOI:10.1021/ol0500160