Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Base Information

Chemical Name:Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester
CAS No.:775307-29-4
Molecular Formula:C₂₃H₂₆O₅
Molecular Weight:382.456
Hs Code.:

Synonyms:Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

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Chemical Property of Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Chemical Property:

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Technology Process of Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

There total 15 articles about Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl 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:

: Benzoic acid (1S,3S)-3-(4-methoxy-benzyloxy)-1-(2-oxo-ethyl)-hex-5-ynyl ester

: 775307-29-4
Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; at -78 ℃;
DOI:10.1021/jo049084a

Reference yield:

: 775306-99-5
(R)-2-[(R)-2-(2-Methoxy-ethoxymethoxy)-pent-4-enyl]-oxirane

: 775307-29-4
Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

2: 94 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

3: 100 percent / imidazole; DMAP / CH₂Cl₂

4: 94 percent / carbon tetrabromide; i-PrOH / 12 h / Heating

5: 95 percent / pyridine / CH₂Cl₂

6: 96 percent / HF*pyridine / pyridine; tetrahydrofuran / 144 h / 20 °C

7: camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

8: ozone / methanol / -78 °C

9: sodium borohydride / methanol / -78 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; carbon tetrabromide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; pyridine hydrogenfluoride; ozone; isopropyl alcohol; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane;
DOI:10.1021/jo049084a

Reference yield:

: 775307-55-6
(2S,4R)-4-(2-Methoxy-ethoxymethoxy)-hept-6-ene-1,2-diol

: 775307-29-4
Benzoic acid (1R,3S)-1-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

2: 100 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

3: 98 percent / K₂CO₃ / methanol / 20 °C

4: 90 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

5: 94 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

6: 100 percent / imidazole; DMAP / CH₂Cl₂

7: 94 percent / carbon tetrabromide; i-PrOH / 12 h / Heating

8: 95 percent / pyridine / CH₂Cl₂

9: 96 percent / HF*pyridine / pyridine; tetrahydrofuran / 144 h / 20 °C

10: camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

11: ozone / methanol / -78 °C

12: sodium borohydride / methanol / -78 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; carbon tetrabromide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; potassium carbonate; pyridine hydrogenfluoride; ozone; isopropyl alcohol; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane;
DOI:10.1021/jo049084a