[1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 949908-59-2
• Molecular Formula: C₁₇H₂₃F₃N₂O₄
• Molecular Weight: 376.376

Synonyms:[1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

There total 1 articles about [1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester 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: 90.0%

N-tert-butoxycarbonyl-L-4-trifluoromethylphenylalanine (82317-83-7,114873-07-3) + N,0-dimethylhydroxylamine (1117-97-1) → [1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (949908-59-2)

Guidance literature:

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2005.08.064

Reference yield:

[1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (949908-59-2) → [1-formyl-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (911787-18-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃;

DOI:10.1016/j.bmcl.2005.08.064

Reference yield:

[1-(methoxy-methyl-carbamoyl)-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (949908-59-2)

Guidance literature:

Multi-step reaction with 6 steps

1: LiALH₄ / diethyl ether / 0 °C

2: CH₂Cl₂ / 20 °C

3: TFA / CH₂Cl₂ / 0 - 20 °C

4: Et₃N / CH₂Cl₂ / 20 °C

5: HBTU; DIPEA / dimethylformamide / 0 - 20 °C

6: Dess-Martin periodinane / CH₂Cl₂; dimethylsulfoxide / 0 - 20 °C

With lithium aluminium tetrahydride; Dess-Martin periodane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 2: Passerini reaction / 6: Dess-Martin oxidation;

DOI:10.1016/j.bmcl.2005.08.064

upstream raw materials:

N-tert-butoxycarbonyl-L-4-trifluoromethylphenylalanine

N,0-dimethylhydroxylamine

Downstream raw materials:

[1-formyl-2-(4-trifluoromethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

(S)-2-Amino-N-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-trifluoromethyl-benzyl)-ethyl]-3-methyl-butyramide

5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-trifluoromethyl-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide

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