(S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Base Information

• Chemical Name: (S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
• CAS No.: 342602-11-3
• Molecular Formula: C₄₃H₅₁F₃N₆O₇
• Molecular Weight: 820.909
• Mol file: 342602-11-3.mol

Synonyms:(S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Chemical Property of (S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

There total 7 articles about (S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide 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: 80.0%

(3aS,9bS)-1-{(2R)-2-benzyl-3-[(2S)-oxiran-2-yl]propanoyl}-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole (342600-31-1) + (S)-4-{1-[5-(5-Methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (552887-85-1) → (S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (342602-11-3)

Guidance literature:

With tert-Amyl alcohol; at 55 ℃; for 96h;

DOI:10.1016/j.tetlet.2005.01.103

Reference yield:

[2-(5-methoxy-pyridin-3-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (342602-07-7) → (S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (342602-11-3)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / methanol

2: PyBop; HOAt; DIEA / dimethylformamide

3: fuming H₂SO₄ / 55 °C

4: ethanol / Heating

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00474-8

Reference yield:

(S)-1-Allyl-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide → (S)-1-[(2S,4R)-4-Benzyl-5-((3aS,9bS)-2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-pentyl]-4-{1-[5-(5-methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide (342602-11-3)

Guidance literature:

Multi-step reaction with 4 steps

1: AgOSO₂CF₃; TEA / tetrahydrofuran

2: PyBop; HOAt; DIEA / dimethylformamide

3: fuming H₂SO₄ / 55 °C

4: ethanol / Heating

With 1-hydroxy-7-aza-benzotriazole; TEA; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; silver trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00474-8

upstream raw materials:

(3aS,9bS)-1-{(2R)-2-benzyl-3-[(2S)-oxiran-2-yl]propanoyl}-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

(S)-4-{1-[5-(5-Methoxy-pyridin-3-yl)-oxazol-2-yl]-1-methyl-ethyl}-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide

[2-(5-methoxy-pyridin-3-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

2-[(S)-4-Allyl-3-(2,2,2-trifluoro-ethylcarbamoyl)-piperazin-1-yl]-2-methyl-propionic acid