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

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Chemical Name:(R)-3-Benzyloxy-2-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde
CAS No.:874660-45-4
Molecular Formula:C₃₅H₅₄O₆Si
Molecular Weight:598.896
Hs Code.:

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

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

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

There total 14 articles about (R)-3-Benzyloxy-2-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-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%

: 874660-22-7
(S)-3-Benzyloxy-2-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propan-1-ol

: 874660-45-4
(R)-3-Benzyloxy-2-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

Guidance literature:: (S)-3-Benzyloxy-2-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propan-1-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1002/chem.200900776

Reference yield:

: 874660-41-0
(R)-4-(4-Methoxy-benzyloxy)-hept-6-ene-1,3-diol

: 874660-45-4
(R)-3-Benzyloxy-2-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

2.1: 96 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 1 h

3.1: 95 percent / tetrahydrofuran; diethyl ether / -78 °C

4.1: 73 percent / sodium hydride / tetrahydrofuran; dimethylformamide / 0 - 20 °C

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

6.1: n-butyl lithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

6.2: 40 g / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

7.1: sodium (trimethylsilyl)amide / tetrahydrofuran; toluene / -78 - -65 °C

7.2: tetrahydrofuran; toluene / 0.25 h

8.1: 200 mg / lithium borohydride / methanol; tetrahydrofuran / 1 h / 0 °C

9.1: pyridine; Dess-Martin periodinane / CH₂Cl₂ / 0.75 h

With pyridine; 1H-imidazole; lithium borohydride; n-butyllithium; sodium bis(trimethylsilyl)amide; sodium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0526625

Reference yield:

: 874660-17-0
3-hydroxy-4-(4-methoxy-benzyloxy)-hept-6-enoic acid tert-butyl ester

: 874660-45-4
(R)-3-Benzyloxy-2-[(1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 92 percent / lithium aluminum hydride / diethyl ether / 1.5 h / 0 °C

2.1: 99 percent / imidazole / dimethylformamide / 0 - 20 °C

3.1: 96 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 1 h

4.1: 95 percent / tetrahydrofuran; diethyl ether / -78 °C

5.1: 73 percent / sodium hydride / tetrahydrofuran; dimethylformamide / 0 - 20 °C

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

7.1: n-butyl lithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

7.2: 40 g / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

8.1: sodium (trimethylsilyl)amide / tetrahydrofuran; toluene / -78 - -65 °C

8.2: tetrahydrofuran; toluene / 0.25 h

9.1: 200 mg / lithium borohydride / methanol; tetrahydrofuran / 1 h / 0 °C

10.1: pyridine; Dess-Martin periodinane / CH₂Cl₂ / 0.75 h

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; sodium bis(trimethylsilyl)amide; sodium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0526625