(2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol

Base Information

Chemical Name:(2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol
CAS No.:909913-45-7
Molecular Formula:C₂₂H₃₃NO₃Si
Molecular Weight:387.594
Hs Code.:

Synonyms:(2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol

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Chemical Property of (2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol

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Technology Process of (2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol

There total 14 articles about (2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol 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%

: 909913-44-6
(2S,3S)-1-acetoxy-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-3-propanol

: 909913-45-7
(2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2006.06.010

Reference yield:

: 63793-98-6
5-benzyloxy-2-methyl-pyridine

: 909913-45-7
(2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol

Guidance literature:: Multi-step reaction with 8 steps

1: m-chloroperbenzoic acid / CHCl₃ / 0 - 20 °C

2: 95 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

3: Zn / benzene / 1.5 h / Heating

4: 81 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

5: 87 percent / Pseudomonas sp. lipase / diisopropyl ether / 12 h / 33 °C

6: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C

7: 98 percent / potassium carbonate / methanol / 2 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; Pseudomonas sp. lipase; potassium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; chloroform; di-isopropyl ether; N,N-dimethyl-formamide; benzene; 2: Swern oxidation / 3: Reformatsky reaction;
DOI:10.1016/j.tetasy.2006.06.010

Reference yield:

: 1121-78-4
5-Hydroxy-2-methylpyridine

: 909913-45-7
(2S,3S)-3-[2-(5-benzyloxypyridyl)]-3-tert-butyldimethylsilyloxy-2-methyl-1-propanol

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / NaH / dimethylformamide; various solvent(s) / 0 °C

2: m-chloroperbenzoic acid / CHCl₃ / 0 - 20 °C

3: 95 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

4: Zn / benzene / 1.5 h / Heating

5: 81 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

6: 87 percent / Pseudomonas sp. lipase / diisopropyl ether / 12 h / 33 °C

7: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C

8: 98 percent / potassium carbonate / methanol / 2 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; Pseudomonas sp. lipase; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; chloroform; di-isopropyl ether; N,N-dimethyl-formamide; benzene; 3: Swern oxidation / 4: Reformatsky reaction;
DOI:10.1016/j.tetasy.2006.06.010