(2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine

Base Information

Chemical Name:(2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine
CAS No.:1612257-20-1
Molecular Formula:C₂₅H₃₇NO₂Si
Molecular Weight:411.66
Hs Code.:

Synonyms:(2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine

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Chemical Property of (2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine

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Technology Process of (2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine

There total 8 articles about (2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine 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%

: 1612257-19-8
2,2,2-trichloroethyl((2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-4-en-2-yl)(methyl)carbamate

: 1612257-20-1
(2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine

Guidance literature:: With ammonium chloride; zinc; In methanol; at 20 ℃; for 8h;
DOI:10.1021/ol501397b

Reference yield:

: 87976-52-1
((2-nitroethoxy)methyl)benzene

: 1612257-20-1
(2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: C₁₉H₁₈F₂N₂O₄; sodium hexamethyldisilazane; Nd⁽³⁺⁾*0.2O^(2-)*2.6C₃H₇O^(1-) / tetrahydrofuran / 120 h / -60 °C

2.1: indium; acetic acid / tetrahydrofuran / 1.5 h / 85 - 90 °C

2.2: 2 h / 20 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 20 °C

4.1: sodium hydrogencarbonate / water; tetrahydrofuran / 2 h / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 6 h / 0 °C

6.1: ammonium chloride; zinc / methanol / 8 h / 20 °C

With 2,6-dimethylpyridine; indium; Nd⁽³⁺⁾*0.2O^(2-)*2.6C₃H₇O^(1-); C₁₉H₁₈F₂N₂O₄; sodium hexamethyldisilazane; sodium hydride; sodium hydrogencarbonate; ammonium chloride; acetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: |Aldol Addition;
DOI:10.1021/ol501397b

Reference yield:

: 1612257-15-4
(3S,4R,E)-5-(benzyloxy)-4-nitro-1-phenylpent-1-en-3-ol

: 1612257-20-1
(2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-N-methyl-5-phenylpent-4-en-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: indium; acetic acid / tetrahydrofuran / 1.5 h / 85 - 90 °C

1.2: 2 h / 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 20 °C

3.1: sodium hydrogencarbonate / water; tetrahydrofuran / 2 h / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 6 h / 0 °C

5.1: ammonium chloride; zinc / methanol / 8 h / 20 °C

With 2,6-dimethylpyridine; indium; sodium hydride; sodium hydrogencarbonate; ammonium chloride; acetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol501397b