tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate

Base Information

Chemical Name:tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate
CAS No.:950902-22-4
Molecular Formula:C₃₁H₄₉NO₆Si
Molecular Weight:559.819
Hs Code.:

Synonyms:tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate

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Chemical Property of tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate

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Technology Process of tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate

There total 8 articles about tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)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: 97.0%

: 950902-21-3
2-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propylamino)-1-phenylethanol

: 24424-99-5
di-tert-butyl dicarbonate

: 950902-22-4
tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1002/hlca.200790144

Reference yield:

: 950902-08-6
ethyl 3-{[(tert-butyl)dimethylsilyloxy]methyl}-2-hydroxypropanoate

: 950902-22-4
tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / iPr₂EtN / CH₂Cl₂ / 2.5 h / 20 °C

2: 92 percent / LiBH₄ / tetrahydrofuran; ethanol / 19 h / 20 - 40 °C

3: 94 percent / pyridine / CH₂Cl₂ / 6.5 h / 20 °C

4: 50 percent / Et₃N; KI / dimethylformamide / 21.5 h / 65 - 85 °C

5: 97 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With pyridine; lithium borohydride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200790144

Reference yield:

: 950902-07-5
3-[(tert-butyl)dimethylsilyloxy]-2-(ethoxycarbonyl)propyl hexanoate

: 950902-22-4
tert-butyl N-(2-hydroxy-2-phenylethyl)-N-(2-{[(benzyloxy)methoxy]methyl}-3-[(tert-butyl)dimethylsilyloxy]propyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / DIBAH / tetrahydrofuran; toluene / 3 h / -78 °C

2: 73 percent / iPr₂EtN / CH₂Cl₂ / 2.5 h / 20 °C

3: 92 percent / LiBH₄ / tetrahydrofuran; ethanol / 19 h / 20 - 40 °C

4: 94 percent / pyridine / CH₂Cl₂ / 6.5 h / 20 °C

5: 50 percent / Et₃N; KI / dimethylformamide / 21.5 h / 65 - 85 °C

6: 97 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With pyridine; lithium borohydride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200790144