(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate

Base Information

Chemical Name:(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate
CAS No.:1056681-50-5
Molecular Formula:C₂HF₃O₂*C₂₉H₄₂FN₃O₄
Molecular Weight:629.693
Hs Code.:

Synonyms:(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate

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Chemical Property of (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate

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Technology Process of (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate

There total 8 articles about (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate 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: 75.0%

: 1056678-84-2
(S)-{(2S,4S)-1-benzyloxymethyl-4-[(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butylcarbamoyl]-2-hydroxy-5-methyl-hexyl}-carbamic acid tert-butyl ester

: 76-05-1
trifluoroacetic acid

: 1056681-50-5
(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate

Guidance literature:: In dichloromethane; at 0 - 20 ℃;

Reference yield:

: 906662-73-5
(4S,1'S)-4-(1-hydroxy-3-methoxycarbonylprop-2-ynyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 1056681-50-5
(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate

Guidance literature:: Multi-step reaction with 8 steps

1: hydrogen / palladium on activated charcoal / ethyl acetate / 3 h

2: acetic acid / toluene / 4 - 5 h / Heating / reflux

3: n-butyllithium; diisopropylamine / tetrahydrofuran; hexanes; tripyrrolidine phosphorus oxide / 4.5 h / -78 - 20 °C

4: water; trifluoroacetic acid / 1 h / 20 °C

5: sodium carbonate / 1,4-dioxane; water / 2 h / 20 °C

6: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 °C

7: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / 96 h / 70 °C

8: dichloromethane / 0 - 20 °C

With 2-hydroxypyridin; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; water; hydrogen; sodium carbonate; acetic acid; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane; tripyrrolidine phosphorus oxide; water; ethyl acetate; toluene;

Reference yield:

: 906662-77-9
(4S,2'S)-2,2-dimethyl-4-(5-oxotetrahydrofuran-2-yl)oxazolidine-3-carboxylic acid tert-butyl ester

: 1056681-50-5
(2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid [(1S,2S)-1-(4-fluoro-benzylcarbamoyl)-2-methyl-butyl]-amide trifluoroacetate

Guidance literature:: Multi-step reaction with 6 steps

1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexanes; tripyrrolidine phosphorus oxide / 4.5 h / -78 - 20 °C

2: water; trifluoroacetic acid / 1 h / 20 °C

3: sodium carbonate / 1,4-dioxane; water / 2 h / 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 20 °C

5: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / 96 h / 70 °C

6: dichloromethane / 0 - 20 °C

With 2-hydroxypyridin; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; water; sodium carbonate; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane; tripyrrolidine phosphorus oxide; water;