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

Base Information

Chemical Name:2,2,2-trichloroethyl((2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-4-en-2-yl)(methyl)carbamate
CAS No.:1612257-19-8
Molecular Formula:C₂₈H₃₈Cl₃NO₄Si
Molecular Weight:587.059
Hs Code.:

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

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

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

There total 7 articles about 2,2,2-trichloroethyl((2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-4-en-2-yl)(methyl)carbamate 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: 74.0%

: 1612257-18-7
2,2,2-trichloroethyl((2R,3S,E)-1-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-5-phenylpent-4-en-2-yl)carbamate

: 74-88-4
methyl iodide

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

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 6h;
DOI:10.1021/ol501397b

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With 2,6-dimethylpyridine; indium; Nd⁽³⁺⁾*0.2O^(2-)*2.6C₃H₇O^(1-); C₁₉H₁₈F₂N₂O₄; sodium hexamethyldisilazane; sodium hydride; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; 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

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

Guidance literature:: Multi-step reaction with 4 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

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