(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

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Chemical Name:(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde
CAS No.:911236-98-1
Molecular Formula:C₃₅H₅₄O₆Si
Molecular Weight:598.896
Hs Code.:

Synonyms:(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

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Chemical Property of (S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

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Technology Process of (S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

There total 13 articles about (S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde 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: 99.0%

: 911236-74-3
(R)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propan-1-ol

: 911236-98-1
(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ol0615782

Reference yield:

: 911236-94-7
(S)-4-(4-Methoxy-benzyloxy)-6-methyl-hept-6-ene-1,3-diol

: 911236-98-1
(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / imidazole / CH₂Cl₂

2.1: 100 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

3.1: 79 percent / Zn(BH₄)2 / diethyl ether / -40 - -25 °C

4.1: NaH / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

4.2: 90 percent / dimethylformamide; tetrahydrofuran / 0 - 20 °C

5.1: Et₃N / tetrahydrofuran / -78 - 0 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 27.6 g / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

7.1: NaN(SiMe₃)2 / tetrahydrofuran; toluene / 1 h / -78 °C

7.2: 83 percent / tetrahydrofuran; toluene / 1 h / -78 °C

8.1: 86 percent / LiBH₄ / methanol; diethyl ether / 1 h / 0 °C

9.1: 99 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; zinc(II) tetrahydroborate; oxalyl dichloride; sodium hexamethyldisilazane; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: Swern oxidation / 9.1: Swern oxidation;
DOI:10.1021/ol0615782

Reference yield:

: 911236-70-9
(S)-4-(4-Methoxy-benzyloxy)-6-methyl-3-oxo-hept-6-enoic acid ethyl ester

: 911236-98-1
(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 80 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

2.1: 100 percent / imidazole / CH₂Cl₂

3.1: 100 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

4.1: 79 percent / Zn(BH₄)2 / diethyl ether / -40 - -25 °C

5.1: NaH / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

5.2: 90 percent / dimethylformamide; tetrahydrofuran / 0 - 20 °C

6.1: Et₃N / tetrahydrofuran / -78 - 0 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 27.6 g / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

8.1: NaN(SiMe₃)2 / tetrahydrofuran; toluene / 1 h / -78 °C

8.2: 83 percent / tetrahydrofuran; toluene / 1 h / -78 °C

9.1: 86 percent / LiBH₄ / methanol; diethyl ether / 1 h / 0 °C

10.1: 99 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

With 1H-imidazole; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; zinc(II) tetrahydroborate; oxalyl dichloride; sodium hexamethyldisilazane; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Swern oxidation / 10.1: Swern oxidation;
DOI:10.1021/ol0615782