(2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

Base Information

Chemical Name:(2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide
CAS No.:129245-36-9
Molecular Formula:C₄₅H₆₆O₃PSi*I
Molecular Weight:840.981
Hs Code.:

(2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

Synonyms:(2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

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Technology Process of (2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

There total 21 articles about (2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide 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: 84.0%

: 603-35-0
triphenylphosphine

: (2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl iodide

: 129245-36-9
(2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

Guidance literature:: In acetonitrile; for 72h; Heating;
DOI:10.1039/a605892b

Reference yield:

: 87318-96-5
(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane

: 129245-36-9
(2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

Guidance literature:: Multi-step reaction with 15 steps

1: 100 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 16 h / Ambient temperature

2: 71 percent / aq. HCl / tetrahydrofuran / 12 h / Ambient temperature

3: 64 percent / NEt₃, DMAP / CH₂Cl₂ / 12 h / 0 °C

4: 92 percent / K₂CO₃ / methanol / 4 h / Ambient temperature

5: 97 percent / t-BuLi, tetramethylethylenediamine / tetrahydrofuran; pentane / 1.) -20 deg C, 2 h, 2.) -20 deg C, 1 h

6: 87 percent / aq. HF / acetonitrile / 4 h / Ambient temperature

7: 91 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

8: 1.) ozone, 2.) Me₂S / 1.) MeOH, -78 deg C, 2.) r.t., 1 h

9: benzene / 16 h / Ambient temperature

10: 99 percent / diisobutylaluminium hydride / tetrahydrofuran / 1.) -78 deg C, 2 h, 2.) r.t., 1 h

11: I₂, PPh₃, imidazole / acetonitrile; diethyl ether / 0.5 h / 0 °C

12: 87 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 45 min, 2.) -15 deg C, 14 h

13: 99 percent / LiAlH₄ / diethyl ether / 3 h / 0 °C

14: 89 percent / I₂, PPh₃, imidazole / acetonitrile; diethyl ether / 0.5 h / 0 °C

15: 84 percent / acetonitrile / 72 h / Heating

With 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; dimethylsulfide; N,N,N,N,-tetramethylethylenediamine; hydrogen fluoride; iodine; tert.-butyl lithium; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; pentane; benzene;
DOI:10.1039/a605892b

Reference yield:

: 115843-77-1
(2S,4R)-4-(2-Trimethylsilanyl-ethoxymethoxy)-hept-6-ene-1,2-diol

: 129245-36-9
(2R,4E)-6-<(2R,4S,6R,8R,9S)-4-tert-Butyldimethylsilyloxy-9-methyl-8-isopropyl-1,7-dioxaspiro<5.5>undecan-2-yl>-2,4-dimethylhex-4-enyl(triphenyl)phosphonium iodide

Guidance literature:: Multi-step reaction with 13 steps

1: 64 percent / NEt₃, DMAP / CH₂Cl₂ / 12 h / 0 °C

2: 92 percent / K₂CO₃ / methanol / 4 h / Ambient temperature

3: 97 percent / t-BuLi, tetramethylethylenediamine / tetrahydrofuran; pentane / 1.) -20 deg C, 2 h, 2.) -20 deg C, 1 h

4: 87 percent / aq. HF / acetonitrile / 4 h / Ambient temperature

5: 91 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

6: 1.) ozone, 2.) Me₂S / 1.) MeOH, -78 deg C, 2.) r.t., 1 h

7: benzene / 16 h / Ambient temperature

8: 99 percent / diisobutylaluminium hydride / tetrahydrofuran / 1.) -78 deg C, 2 h, 2.) r.t., 1 h

9: I₂, PPh₃, imidazole / acetonitrile; diethyl ether / 0.5 h / 0 °C

10: 87 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 45 min, 2.) -15 deg C, 14 h

11: 99 percent / LiAlH₄ / diethyl ether / 3 h / 0 °C

12: 89 percent / I₂, PPh₃, imidazole / acetonitrile; diethyl ether / 0.5 h / 0 °C

13: 84 percent / acetonitrile / 72 h / Heating

With 1H-imidazole; dmap; lithium aluminium tetrahydride; dimethylsulfide; N,N,N,N,-tetramethylethylenediamine; hydrogen fluoride; iodine; tert.-butyl lithium; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; pentane; benzene;
DOI:10.1039/a605892b