N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

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Chemical Name:N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid
CAS No.:98818-51-0
Molecular Formula:C₃₀H₄₅NO₅Si
Molecular Weight:527.777
Hs Code.:
Mol file:98818-51-0.mol

Synonyms:N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

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Chemical Property of N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid Edit

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Technology Process of N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

There total 19 articles about N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid 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: 87.0%

: 98818-45-2
5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-phenylmethylhexanoic acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: 98818-51-0
N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 96h; Ambient temperature;
DOI:10.1135/cccc19980541

Reference yield:

: 63516-03-0
α-bromo-p-toluidine

: 98818-51-0
N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: NaOEt / ethanol / 18 h / Ambient temperature

2: aq. LiOH / ethanol / 5 h

3: toluene / 24 h / Heating

4: aq. LiOH / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

5: 1.) imidazole / 1.) DMF, RT, 24 h, 2.) DMF, MeOH, RT, 4 h

With 1H-imidazole; lithium hydroxide; sodium ethanolate; In 1,2-dimethoxyethane; ethanol; toluene;
DOI:10.1021/jm00088a004

Reference yield:

: 98818-41-8
(3R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

: 98818-51-0
N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: aq. LiOH / dioxane / 3 h / 20 °C

2.1: imidazole / dimethylformamide / 24 h

2.2: 1.19 g / dimethylformamide; methanol / 3 h

With 1H-imidazole; lithium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-37649