L-Threoninamide, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-D-leucyl-N-[(1R,2S)-1-[(1S)-2 -carboxy-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-methylbutyl]-O-( phenylmethyl)-

Base Information

Chemical Name:L-Threoninamide, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-D-leucyl-N-[(1R,2S)-1-[(1S)-2 -carboxy-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-methylbutyl]-O-( phenylmethyl)-
CAS No.:185461-70-5
Molecular Formula:C37H65N3O8Si
Molecular Weight:708.024
Hs Code.:
Mol file:185461-70-5.mol

L-Threoninamide,
N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-D-leucyl-N-[(1R,2S)-1-[(1S)-2
-carboxy-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-methylbutyl]-O-(
phenylmethyl)-

Synonyms:

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Chemical Property of L-Threoninamide, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-D-leucyl-N-[(1R,2S)-1-[(1S)-2 -carboxy-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-methylbutyl]-O-( phenylmethyl)-

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Technology Process of L-Threoninamide, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-D-leucyl-N-[(1R,2S)-1-[(1S)-2 -carboxy-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-methylbutyl]-O-( phenylmethyl)-

There total 7 articles about L-Threoninamide, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-D-leucyl-N-[(1R,2S)-1-[(1S)-2 -carboxy-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-methylbutyl]-O-( phenylmethyl)- 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: 72.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 185461-68-1
(3S,4R,5S)-4-{(2S,3R)-3-Benzyloxy-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-butyrylamino}-3-hydroxy-5-methyl-heptanoic acid

: 185461-70-5
(3S,4R,5S)-4-{(2S,3R)-3-Benzyloxy-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-butyrylamino}-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-heptanoic acid

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 36h;
DOI:10.1021/jo961932h

Reference yield:

: 15260-10-3
N-Boc-O-benzyl-L-threonine

: 185461-70-5
(3S,4R,5S)-4-{(2S,3R)-3-Benzyloxy-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-butyrylamino}-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-heptanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1-hydroxybenzotriazole, N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide, N,N-diisopropylethylamine / acetonitrile / 24 h / Ambient temperature

2: 5 M HCl / dioxane / 0.83 h

3: 1-hydroxybenzotriazole, (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / 24 h / Ambient temperature

4: 96 percent / 1 M NaOH / methanol / 4 h / 0 °C

5: 72 percent / imidazole / dimethylformamide / 36 h

With 1H-imidazole; hydrogenchloride; sodium hydroxide; N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo961932h

Reference yield:

: 159407-38-2
(3S,4R,5S)-Boc-isostatine methyl ester

: 185461-70-5
(3S,4R,5S)-4-{(2S,3R)-3-Benzyloxy-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-butyrylamino}-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-heptanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: TFA / CH₂Cl₂ / 0.33 h

2: 1-hydroxybenzotriazole, N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide, N,N-diisopropylethylamine / acetonitrile / 24 h / Ambient temperature

3: 5 M HCl / dioxane / 0.83 h

4: 1-hydroxybenzotriazole, (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / dimethylformamide / 24 h / Ambient temperature

5: 96 percent / 1 M NaOH / methanol / 4 h / 0 °C

6: 72 percent / imidazole / dimethylformamide / 36 h

With 1H-imidazole; hydrogenchloride; sodium hydroxide; N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo961932h