Benzoic acid (R)-2-hydroxy-1-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl ester

Base Information

Chemical Name:Benzoic acid (R)-2-hydroxy-1-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl ester
CAS No.:117836-06-3
Molecular Formula:C₁₄H₁₆O₄
Molecular Weight:248.279
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid (R)-2-hydroxy-1-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl ester

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Technology Process of Benzoic acid (R)-2-hydroxy-1-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl ester

There total 38 articles about Benzoic acid (R)-2-hydroxy-1-((2R,5S)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl 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:

: 117836-02-9,117894-78-7
Benzoic acid 4-(tert-butyl-diphenyl-silanyloxy)-1-(1,2-dihydroxy-ethyl)-pent-2-ynyl ester

: 117836-06-3,117894-73-2,117894-75-4,117894-76-5
Benzoic acid (R)-2-hydroxy-1-((2S,5R)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Lindlar's catalyst / ethyl acetate

3: n-Bu₄NF⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 3 h / Ambient temperature

4: BF₃*Et₂ / CH₂Cl₂ / 0.25 h / from -78 deg C to 0 deg C

With n-Bu₄NF⁽¹⁺⁾*F^(1-); boron trifluoride diethyl etherate; hydrogen; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(00)82094-8

Reference yield:

: 117836-02-9,117894-78-7
Benzoic acid 4-(tert-butyl-diphenyl-silanyloxy)-1-(1,2-dihydroxy-ethyl)-pent-2-ynyl ester

: 117836-06-3,117894-73-2,117894-75-4,117894-76-5
Benzoic acid (R)-2-hydroxy-1-((2R,5R)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Lindlar's catalyst / ethyl acetate

3: 1.) K₂CO₃ / 1.) methanol, r.t., 15 min

4: BF₃*OEt₂ / CH₂Cl₂ / 0.25 h / from -78 deg C to 0 deg C

With boron trifluoride diethyl etherate; hydrogen; potassium carbonate; Lindlar's catalyst; In dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(00)82094-8

Reference yield:

: 14092-30-9
5-<(Tetrahydro-2H-pyran-2-yl)oxy>-3-pentyn-2-ol

: 117836-06-3,117894-73-2,117894-75-4,117894-76-5
Benzoic acid (R)-2-hydroxy-1-((2S,5R)-5-methyl-2,5-dihydro-furan-2-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole / CH₂Cl₂ / 2 h

2: HCl (conc.) / methanol / 10 h / Ambient temperature

4: 93 percent / NaH / benzene / 1 h / 0 °C

5: 87 percent / DIBAL / diethyl ether / 0.5 h / 0 °C

6: 83 percent / Ti(OPr-i)4, L-(+)-diethyl tartrate, t-butyl hydroperoxide / CH₂Cl₂ / 3 h / -20 °C

8: H₂ / Lindlar's catalyst / ethyl acetate

10: n-Bu₄NF⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 3 h / Ambient temperature

11: BF₃*Et₂ / CH₂Cl₂ / 0.25 h / from -78 deg C to 0 deg C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; n-Bu₄NF⁽¹⁺⁾*F^(1-); boron trifluoride diethyl etherate; hydrogen; sodium hydride; diisobutylaluminium hydride; hydrogenchloride; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; benzene;
DOI:10.1016/S0040-4039(00)82094-8