(3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide

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Chemical Name:(3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide
CAS No.:667419-24-1
Molecular Formula:C₂₇H₄₇NO₄Si₂
Molecular Weight:505.845
Hs Code.:

Synonyms:(3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide

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Chemical Property of (3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide

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Technology Process of (3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide

There total 10 articles about (3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide 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: 100.0%

: 994-30-9
triethylsilyl chloride

: 667419-41-2
3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-3-hydroxy-N-methoxy-N-methyl-propionamide

: 667419-24-1
(3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide

Guidance literature:: With pyridine; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2005.01.062

Reference yield:

: 667419-25-2
3-formylbenzyl benzoate

: 667419-24-1
(3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: (+)-diisopropyl tartrate; molecular sieves A₄ / toluene / -78 °C

1.2: toluene / -78 - 20 °C

2.1: 100 percent / imidazole / dimethylformamide / 2 h / 20 °C

3.1: potassium carbonate / methanol / 1 h / 20 °C

4.1: 3.44 g / 2-iodoxybenzoic acid / dimethylsulfoxide; tetrahydrofuran

5.1: titanium(IV) chloride; diisopropylethylamine / CH₂Cl₂ / cooling

5.2: 74 percent / CH₂Cl₂ / cooling

6.1: triethylamine / CH₂Cl₂ / 1 h / 20 °C

6.2: 91 percent / CH₂Cl₂ / 21 h / 20 °C

7.1: 100 percent / pyridine / 2 h / 20 °C

With pyridine; 1H-imidazole; L-(+)-diisopropyl tartrate; 4 A molecular sieve; titanium tetrachloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2005.01.062

Reference yield:

: 667419-27-4
3-[(1S)-1-(tert-butyldimethylsilyloxy)but-3-ynyl]benzaldehyde

: 667419-24-1
(3R)-3-[3-[(1S)-1-(tert-butyldimethylsilyloxy)-3-butynyl]phenyl]-N-methoxy-N-methyl-3-triethylsilyloxypropionamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium(IV) chloride; diisopropylethylamine / CH₂Cl₂ / cooling

1.2: 74 percent / CH₂Cl₂ / cooling

2.1: triethylamine / CH₂Cl₂ / 1 h / 20 °C

2.2: 91 percent / CH₂Cl₂ / 21 h / 20 °C

3.1: 100 percent / pyridine / 2 h / 20 °C

With pyridine; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/j.tet.2005.01.062