(2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

Base Information

Chemical Name:(2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol
CAS No.:794518-60-8
Molecular Formula:C₂₇H₅₁NO₃Si₂
Molecular Weight:493.878
Hs Code.:

Synonyms:(2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

There total 7 articles about (2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-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: 82.0%

: 794518-73-3
{[(2E)-4-bromo-2-methyl-2-butenyl]oxy}(triethyl)silane

: 794518-59-5
(2S)-2-(benzylamino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

: 794518-60-8
(2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

Guidance literature:: (2S)-2-(benzylamino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol; With sodium hydrogencarbonate; In acetonitrile; at 20 ℃; for 0.5h;

{[(2E)-4-bromo-2-methyl-2-butenyl]oxy}(triethyl)silane; In acetonitrile; for 3h; Heating;
DOI:10.1021/ol0485666 DOI:10.1002/ejoc.200400824

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 794518-60-8
(2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: 47 percent / LiBH₄ / tetrahydrofuran; toluene / 0.33 h / 100 °C

3.1: NaHCO₃ / acetonitrile / 0.5 h / 20 °C

3.2: 82 percent / acetonitrile / 3 h / Heating

With dmap; lithium borohydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1002/ejoc.200400824

Reference yield:

: 123639-56-5,131110-76-4,144001-42-3
methyl (2R)-2-(benzylamino)-3-hydroxypropanoate

: 794518-60-8
(2S)-2-(benzyl{(2E)-3-methyl-4-[(triethylsilyl)oxy]-2-butenyl}amino)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: 47 percent / LiBH₄ / tetrahydrofuran; toluene / 0.33 h / 100 °C

3.1: NaHCO₃ / acetonitrile / 0.5 h / 20 °C

3.2: 82 percent / acetonitrile / 3 h / Heating

With dmap; lithium borohydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1002/ejoc.200400824