(3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

Base Information

Chemical Name:(3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol
CAS No.:1393364-32-3
Molecular Formula:C₁₇H₂₆O₃Si
Molecular Weight:306.477
Hs Code.:

Synonyms:(3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

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Chemical Property of (3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

Chemical Property:

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Technology Process of (3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

There total 5 articles about (3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol 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: 80.0%

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 1066-54-2
trimethylsilylacetylene

: 1393364-32-3
(3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

Guidance literature:: trimethylsilylacetylene; With diethylzinc; In toluene; for 1h; Inert atmosphere; Reflux;

With titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; In diethyl ether; toluene; at 20 ℃; for 1h; Inert atmosphere;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In diethyl ether; toluene; Inert atmosphere;
DOI:10.1039/c2cc34052f

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 1066-54-2
trimethylsilylacetylene

: 1393364-32-3
(3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

: 1427351-44-7
C₁₇H₂₆O₃Si

Guidance literature:: trimethylsilylacetylene; With diethylzinc; In toluene; for 1h; Inert atmosphere; Schlenk technique; Reflux;

With titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; In diethyl ether; toluene; at 23 ℃; for 1h; Inert atmosphere; Schlenk technique;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In diethyl ether; toluene; Overall yield = 80 %; Overall yield = 185 mg; Inert atmosphere; Schlenk technique;
DOI:10.1039/c2ob26906f

Reference yield:

: 136320-64-4
(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol

: 1393364-32-3
(3S,4S)-5-(4-methoxybenzyloxy)-4-methyl-1-(trimethylsilyl)pent-1-yn-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2.1: diethylzinc / toluene / 1 h / Inert atmosphere; Reflux

2.2: 1 h / 20 °C / Inert atmosphere

2.3: Inert atmosphere

With diethylzinc; Dess-Martin periodane; In dichloromethane; toluene;
DOI:10.1039/c2cc34052f