3-Octadecanol, 2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-, (2S,3S,4R,5R)-

Base Information

Chemical Name:3-Octadecanol, 2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-, (2S,3S,4R,5R)-
CAS No.:845521-41-7
Molecular Formula:C33H62O3Si
Molecular Weight:534.939
Hs Code.:

Synonyms:

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Chemical Property of 3-Octadecanol, 2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-, (2S,3S,4R,5R)-

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Technology Process of 3-Octadecanol, 2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-, (2S,3S,4R,5R)-

There total 19 articles about 3-Octadecanol, 2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-, (2S,3S,4R,5R)- 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: 98.0%

: 994-30-9
triethylsilyl chloride

: 845521-40-6
(2S,3S,4R,5R)-5-Benzyloxy-2,4-dimethyl-octadecane-1,3-diol

: 845521-41-7
(2S,3S,4R,5R)-2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-3-octadecanol

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1246/bcsj.79.921

Reference yield:

: 75348-09-3
2L-2,3:4,5-Di-O-isopropyliden-6-O-methyl-(4,6/2,3,5)-pentahydroxy-cyclohexanon

: 845521-41-7
(2S,3S,4R,5R)-2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-3-octadecanol

Guidance literature:: Multi-step reaction with 17 steps

1.1: 64 percent / [Cp₂TiCl₂] / tetrahydrofuran; toluene / 3 h / 20 °C

2.1: 80 percent / p-toluenesulfonic acid monohydrate / methanol / 5 h / 0 °C

3.1: 95 percent / H₂; Raney-Ni / ethanol / 3 h / 20 °C / atmospheric pressure

4.1: n-Bu₂SnO / methanol / 40 h / Heating

4.2: 82 percent / 4-(dimethylamino)pyridine / dioxane / 48 h / 20 °C

5.1: 93 percent / NaOMe / methanol / 16 h / 20 °C

6.1: 93 percent / CH₂Cl₂ / 19 h / 20 °C

7.1: 529 mg / m-chloroperbenzoic acid; KHCO₃ / 1,2-dichloro-ethane / 5 h / 20 °C

8.1: LiAlH₄ / tetrahydrofuran / 2 h / 20 °C

9.1: 679 mg / pyridine; 4-(dimethylamino)pyridine / 2 h / 20 °C

10.1: 99 percent / pyridine / 6 h / 20 °C

11.1: 96 percent / NaOMe / methanol / 3 h / 20 °C

12.1: dioxane; diethyl ether

12.2: 87 percent / CuCN / dioxane; diethyl ether / 2 h / 20 °C

13.1: 93 percent / trimethylsilyl iodide / CH₂Cl₂ / 2 h / 20 °C

14.1: 76 percent / camphorsulfonic acid / CH₂Cl₂ / 5 h / 20 °C

15.1: 210 mg / potassium bis(trimethylsilyl)amide / tetrahydrofuran / 0.17 h / 0 °C

16.1: 188 mg / acetic acid / H₂O / 14 h / 20 °C

17.1: 98 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; trimethylsilyl iodide; camphor-10-sulfonic acid; hydrogen; sodium methylate; potassium hexamethylsilazane; nickel; di(n-butyl)tin oxide; potassium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; 7.1: Baeyer-Villiger reaction;
DOI:10.1246/bcsj.79.921

Reference yield:

: 100-39-0
benzyl bromide

: 845521-41-7
(2S,3S,4R,5R)-2,4-dimethyl-5-(phenylmethoxy)-1-[(triethylsilyl)oxy]-3-octadecanol

Guidance literature:: Multi-step reaction with 3 steps

1: (Me₃Si)2NK / tetrahydrofuran

2: AcOH / H₂O

3: Et₃N / CH₂Cl₂

With potassium hexamethylsilazane; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2004.11.121