(2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide

Base Information

Chemical Name:(2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide
CAS No.:172603-14-4
Molecular Formula:C₂₄H₃₅IO₂Si
Molecular Weight:510.531
Hs Code.:

Synonyms:(2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide

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Chemical Property of (2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide

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Technology Process of (2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide

There total 6 articles about (2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl 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: 95.0%

: 172603-13-3
(2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl p-toluenesulfonate

: 172603-14-4
(2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide

Guidance literature:: With sodium iodide; In acetone; for 15h; Heating;
DOI:10.1021/jo00128a032

Reference yield:

: 108393-28-8
(2S,3R,4S)-5-benzyloxy-2,3-dimethylpentane-1,4-diol

: 172603-14-4
(2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 14 h / 25 °C

2: NaH / dimethylformamide / 1.) 0 deg C, 30 min, 2.) 25 deg C, 1 h

3: 86 percent / H₂ / PdCl₂ / methanol / 0.33 h

4: 99 percent / Et₃N, DMAP / CH₂Cl₂ / 2.5 h / 25 °C

5: 95 percent / NaI / acetone / 15 h / Heating

With 1H-imidazole; dmap; hydrogen; sodium hydride; triethylamine; sodium iodide; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00128a032

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 172603-14-4
(2R,3R,4R)-5-<(tert-Butyldiphenylsilyl)oxy>-3-methoxy-2,4-dimethylpentyl iodide

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 14 h / 25 °C

2: NaH / dimethylformamide / 1.) 0 deg C, 30 min, 2.) 25 deg C, 1 h

3: 86 percent / H₂ / PdCl₂ / methanol / 0.33 h

4: 99 percent / Et₃N, DMAP / CH₂Cl₂ / 2.5 h / 25 °C

5: 95 percent / NaI / acetone / 15 h / Heating

With 1H-imidazole; dmap; hydrogen; sodium hydride; triethylamine; sodium iodide; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00128a032