(2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate

Base Information

Chemical Name:(2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate
CAS No.:1012085-22-1
Molecular Formula:C₂₂H₃₃NO₄
Molecular Weight:375.508
Hs Code.:

Synonyms:(2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate

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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 (2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate

Chemical Property:

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Technology Process of (2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate

There total 1 articles about (2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate 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%

: 623-43-8,4358-59-2,18707-60-3,130981-57-6
methyl crotonate

: 1012085-18-5
tert-butyl 2-(2,2-dimethyl-1-phenylpropylideneamino)acetate

: 1012085-22-1
(2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate

Guidance literature:: With calcium bis-iso-propoxide; [3aS-[2(3'aR*,8'aS*),3a,8a]]methylenebis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]; In tetrahydrofuran; at -30 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Molecular sieve;
DOI:10.1021/ja8032058

Reference yield:

: 1012085-22-1
(2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate

: 1361343-23-8
tert-butyl (2R,3R)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / 4 °C / Inert atmosphere

2.1: sodium hydrogencarbonate / tetrahydrofuran; water / 12 h / 4 - 20 °C / pH 8.3 / Inert atmosphere

3.1: lithium hydroxide / tetrahydrofuran; water / 3.5 h / 4 - 20 °C / Inert atmosphere

4.1: N-ethylmorpholine; / tetrahydrofuran / -15 - 4 °C / Inert atmosphere

4.2: 4 - 20 °C / Inert atmosphere

5.1: 1H-imidazole / dichloromethane / 11 h / 20 °C / Inert atmosphere

5.2: 3.5 h / 20 °C / Inert atmosphere

With N-ethylmorpholine;; 1H-imidazole; hydrogenchloride; sodium hydrogencarbonate; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol300045c

Reference yield:

: 1012085-22-1
(2R,3R)-1-tert-butyl 5-methyl 2-(2,2-dimethyl-1-phenylpropylideneamino)-3-methylpentanedioate

: 1361343-18-1
(2R,3R)-2-amino-5-((tert-butyldiphenylsilyl)oxy)-3-methylpentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / 4 °C / Inert atmosphere

2.1: sodium hydrogencarbonate / tetrahydrofuran; water / 12 h / 4 - 20 °C / pH 8.3 / Inert atmosphere

3.1: lithium hydroxide / tetrahydrofuran; water / 3.5 h / 4 - 20 °C / Inert atmosphere

4.1: N-ethylmorpholine; / tetrahydrofuran / -15 - 4 °C / Inert atmosphere

4.2: 4 - 20 °C / Inert atmosphere

5.1: 1H-imidazole / dichloromethane / 11 h / 20 °C / Inert atmosphere

5.2: 3.5 h / 20 °C / Inert atmosphere

6.1: triethylsilane; trifluoroacetic acid / dichloromethane / 4.25 h / 4 - 20 °C / Inert atmosphere

With N-ethylmorpholine;; 1H-imidazole; hydrogenchloride; triethylsilane; sodium hydrogencarbonate; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol300045c