(1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane

Base Information

Chemical Name:(1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane
CAS No.:197246-53-0
Molecular Formula:C₁₉H₃₂O₃Si
Molecular Weight:336.547
Hs Code.:

Synonyms:(1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane

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Chemical Property of (1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane

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Technology Process of (1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane

There total 12 articles about (1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane 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: 97.0%

: 197246-51-8
(2R,3R,4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]-oxy]-5-phenylmethoxy-3-methylpentane-1,2-diol

: 197246-53-0
(1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane

Guidance literature:: (2R,3R,4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]-oxy]-5-phenylmethoxy-3-methylpentane-1,2-diol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

With p-toluenesulfonyl imidazole; In tetrahydrofuran; at 20 ℃; for 9h;
DOI:10.1016/S0040-4020(97)00865-X

Reference yield:

: 197246-49-4
(3R,4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]-oxy]-3-methyl-5-phenylmethoxy-1-pentene

: 197246-53-0
(1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane

Guidance literature:: Multi-step reaction with 4 steps

1: 23 percent / N-methylmorpholine-N-oxide / osmium tetroxide / acetone; H₂O; benzene / 16 h / 20 °C

2: pyridine; DMAP / 1 h / 0 °C

3: pyridine; DMAP / 12 h / 20 °C

4: 0.321 g / sodium methoxide / methanol / 0.5 h / 0 °C

With pyridine; dmap; sodium methylate; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In methanol; water; acetone; benzene; 1: dihydroxylation / 2: Esterification / 3: Esterification / 4: Cyclization;
DOI:10.1016/S0040-4020(97)00865-X

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 197246-53-0
(1R,1'R,2'S)-1-[1-methyl-2-[(tert-butyldimethylsilyl)-oxy]-3-phenylmethoxy-propyl]-oxirane

Guidance literature:: Multi-step reaction with 5 steps

1: 29.9 g / imidazole; DMAP / dimethylformamide / 12 h

2: 23 percent / N-methylmorpholine-N-oxide / osmium tetroxide / acetone; H₂O; benzene / 16 h / 20 °C

3: pyridine; DMAP / 1 h / 0 °C

4: pyridine; DMAP / 12 h / 20 °C

5: 0.321 g / sodium methoxide / methanol / 0.5 h / 0 °C

With pyridine; 1H-imidazole; dmap; sodium methylate; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In methanol; water; N,N-dimethyl-formamide; acetone; benzene; 1: silylation / 2: dihydroxylation / 3: Esterification / 4: Esterification / 5: Cyclization;
DOI:10.1016/S0040-4020(97)00865-X