(R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

Base Information

Chemical Name:(R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether
CAS No.:447461-86-1
Molecular Formula:C₁₉H₃₅NO₂Si
Molecular Weight:337.578
Hs Code.:

Synonyms:(R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

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Chemical Property of (R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

Chemical Property:

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Technology Process of (R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

There total 11 articles about (R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether 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:

: 15799-79-8
3-methoxy-N,N-dimethylaniline

: 447461-86-1
(R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 5 steps

1.1: (2S,5S)-5-benzyl-2-tert-butyl-3-methyl-imidazolidinone; HCl / CHCl₃; dioxane / 24 h / -20 °C

2.1: 303 mg / NaBH₄ / CH₂Cl₂; ethanol / 0.08 h

3.1: 400 mg / triethylamine; DMAP / CH₂Cl₂ / 1 h

4.1: 25.4 mg / MeLi / diethyl ether; hexane / 0.08 h / 0 °C

5.1: MsCl; DMAP; Et₃N / tetrahydrofuran / 2 h

5.2: 99.9 mg / LiAlH₄ / tetrahydrofuran / 6 h

With hydrogenchloride; dmap; sodium tetrahydroborate; (2S,5S)-5-benzyl-2-tert-butyl-3-methyl-imidazolidinone; methyllithium; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; chloroform;
DOI:10.1021/ja025981p

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 447461-86-1
(R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 3 steps

1.1: 453 mg / triethylamine; DMAP / CH₂Cl₂ / 1 h

2.1: 201 mg / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

3.1: MsCl; DMAP; Et₃N / tetrahydrofuran / 2 h

3.2: 99.9 mg / LiAlH₄ / tetrahydrofuran / 6 h

With dmap; lithium aluminium tetrahydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja025981p

Reference yield:

: 447461-94-1
(R)-4-tert-butyldimethylsilyloxy-2-(4-dimethylamino-2-methoxy-phenyl)-butanol

: 447461-86-1
(R)-3-(4-dimethylamino-2-methoxyphenyl)-butanol tert-butyldimethylsilyl ether

Guidance literature:: (R)-4-tert-butyldimethylsilyloxy-2-(4-dimethylamino-2-methoxy-phenyl)-butanol; With dmap; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; for 2h;

With lithium aluminium tetrahydride; In tetrahydrofuran; for 6h; Further stages.;
DOI:10.1021/ja025981p