2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide

Base Information

• Chemical Name: 2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide
• CAS No.: 91704-26-6
• Molecular Formula: C₁₇H₂₃F₃N₂O₄
• Molecular Weight: 376.376

Synonyms:2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide

Chemical Property of 2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide

There total 11 articles about 2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide 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:

2,2,2-Trifluoro-N-{5-[(Z)-hydroxyimino]-6-methoxy-tetrahydro-pyran-2-ylmethyl}-N-(1-phenyl-ethyl)-acetamide (91704-17-5) → 2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide (91704-26-6)

Guidance literature:

With sodium cyanoborohydride; In acetic acid; at 25 ℃; Yield given;

DOI:10.1016/S0040-4039(01)90091-7

Reference yield:

methyl 2,3,4,6-tetradeoxy-2-hydroxyimino-6-amino>-α-D-glycero-hexopyranoside → 2,2,2-Trifluoro-N-((2S,5R,6S)-5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-((R)-1-phenyl-ethyl)-acetamide (91704-26-6)

Guidance literature:

With sodium cyanoborohydride; In acetic acid; at 15 ℃; for 1.5h;

Reference yield:

acrolein dimer (100-73-2) → 2,2,2-Trifluoro-N-(5-hydroxyamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-N-(1-phenyl-ethyl)-acetamide (91704-26-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 0 °C

2: NaBH₄ / ethanol / 0 °C

3: pyridine / CH₂Cl₂ / 0 °C

4: NOCl / CH₂Cl₂ / 0.08 h / -70 °C

5: 94 percent / HCl-buffer, 1,3,5-trimethyl-pyrazole / dimethylformamide

6: NaBH₃CN / acetic acid / 25 °C

With pyridine; 1,3,5-trimethyl-1H-pyrazole; sodium tetrahydroborate; HCl-buffer; sodium cyanoborohydride; nitrosylchloride; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)90091-7

upstream raw materials:

2,2,2-Trifluoro-N-{5-[(Z)-hydroxyimino]-6-methoxy-tetrahydro-pyran-2-ylmethyl}-N-(1-phenyl-ethyl)-acetamide

acrolein dimer

(R)-1-phenyl-ethyl-amine

[1-(3,4-Dihydro-2H-pyran-2-yl)-meth-(E)-ylidene]-(1-phenyl-ethyl)-amine

Downstream raw materials:

N-(5-Amino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-2,2,2-trifluoro-N-(1-phenyl-ethyl)-acetamide

N-{2-Methoxy-6-[(1-phenyl-ethylamino)-methyl]-tetrahydro-pyran-3-yl}-acetamide

N-(5-Acetylamino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-2,2,2-trifluoro-N-(1-phenyl-ethyl)-acetamide

N-((2S,5R,6S)-5-Amino-6-methoxy-tetrahydro-pyran-2-ylmethyl)-2,2,2-trifluoro-N-((R)-1-phenyl-ethyl)-acetamide

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