Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Base Information

Chemical Name:Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester
CAS No.:775307-97-6
Molecular Formula:C₃₉H₄₄O₅Si
Molecular Weight:620.861
Hs Code.:

Synonyms:Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

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Chemical Property of Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

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Technology Process of Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

There total 16 articles about Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-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: 100.0%

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

: 58479-61-1
tert-butylchlorodiphenylsilane

: 775307-97-6
Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Guidance literature:: With ammonium nitrate; In N,N-dimethyl-formamide;
DOI:10.1021/jo049084a

Reference yield:

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

: 775307-97-6
Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Guidance literature:: Multi-step reaction with 10 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

10: 100 percent / ammonium nitrate / dimethylformamide

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

Reference yield:

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

: 775307-97-6
Benzoic acid (1R,3S)-1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-(4-methoxy-benzyloxy)-hex-5-ynyl ester

Guidance literature:: Multi-step reaction with 13 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

13: 100 percent / ammonium nitrate / dimethylformamide

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