Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Base Information

Chemical Name:Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester
CAS No.:735317-39-2
Molecular Formula:C₃₉H₄₈N₂O₅Si
Molecular Weight:652.906
Hs Code.:

Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Synonyms:Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

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Chemical Property of Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

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Technology Process of Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

There total 9 articles about Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-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: 31.0%

: 735317-37-0
Benzoic acid (R)-1-((4S,5R)-3-formyl-4-methyl-4,5-dihydro-isoxazol-5-yl)-ethyl ester

: 735317-38-1
5-((R)-2-{(4R,5S)-5-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-propane-1-sulfonyl)-1-phenyl-1H-tetrazole

: Benzoic acid (R)-1-[(4S,5R)-3-((Z)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

: 735317-39-2
Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - -25 ℃; for 1.5h;
DOI:10.1021/ol0490633

Reference yield:

: 926-58-9,1569-50-2,3899-34-1,24652-50-4,35666-69-4,42569-15-3,42569-16-4,60102-79-6,60102-80-9,79646-46-1,95782-14-2,31001-81-7
(S)-(-)-Z-3-penten-2-ol

: 735317-39-2
Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuOCl / CH₂Cl₂ / -78 °C

1.2: EtMgBr; i-PrOH / CH₂Cl₂ / 0 - 23 °C

2.1: 98 percent / imidazole / dimethylformamide / 22 h

3.1: 95 percent / AcOH; H₂O / tetrahydrofuran / 30 h / 23 °C

4.1: 99 percent / PPh₃; DEAD / tetrahydrofuran / 1.5 h

5.1: 92 percent / Mo₇O₂₄(NH₄)6*4H₂O; aq. H₂O₂ / ethanol / 18 h / 50 °C

6.1: 31 percent / KHMDS / tetrahydrofuran / 1.5 h / -78 - -25 °C

With 1H-imidazole; ammonium molybdate tetrahydrate; tert-butylhypochlorite; water; dihydrogen peroxide; potassium hexamethylsilazane; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0490633

Reference yield:

: 356068-55-8
(S)-1-{(4R,5S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-methyl-4,5-dihydro-isoxazol-5-yl}-ethanol

: 735317-39-2
Benzoic acid (R)-1-[(4S,5R)-3-((E)-(S)-3-{(4R,5S)-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methyl-4,5-dihydro-isoxazol-3-yl}-but-1-enyl)-4-methyl-4,5-dihydro-isoxazol-5-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide / 22 h

2: 95 percent / AcOH; H₂O / tetrahydrofuran / 30 h / 23 °C

3: 99 percent / PPh₃; DEAD / tetrahydrofuran / 1.5 h

4: 92 percent / Mo₇O₂₄(NH₄)6*4H₂O; aq. H₂O₂ / ethanol / 18 h / 50 °C

5: 31 percent / KHMDS / tetrahydrofuran / 1.5 h / -78 - -25 °C

With 1H-imidazole; ammonium molybdate tetrahydrate; water; dihydrogen peroxide; potassium hexamethylsilazane; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/ol0490633