(R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide

Base Information

Chemical Name:(R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide
CAS No.:340963-66-8
Molecular Formula:C₃₂H₄₀N₂O₅Si
Molecular Weight:560.765
Hs Code.:

Synonyms:(R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide

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Chemical Property of (R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide

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Technology Process of (R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide

There total 12 articles about (R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide 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: 94.0%

: 340963-64-6
(R)-acetic acid {[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]allylcarbamoyl}methyl ester

: 340963-66-8
(R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide

Guidance literature:: With potassium carbonate; In methanol; water; for 2h;
DOI:10.1021/jo015512q

Reference yield:

: 82807-38-3
1-(2-methoxyphenyl)ethane-1,2-diol

: 340963-66-8
(R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide

Guidance literature:: Multi-step reaction with 11 steps

1: 94 percent / pyridine / 8 h / 20 °C

2: 83 percent / KNO₃; TFAA / CHCl₃ / 48 h / 0 °C

3: 93 percent / K₂CO₃ / methanol; H₂O / 0.5 h

4: 73 percent / imidazole / dimethylformamide / 4 h / 20 °C

5: 89 percent / PPh₃; DEAD / tetrahydrofuran / 1.5 h

6: 100 percent / NH₂NH₂*H₂O / ethanol / 3 h / Heating

7: 78 percent / 4 Angstroem MS; CsOH*H₂O / dimethylformamide

8: 86 percent / Et₃N / diethyl ether / 0 - 20 °C

9: 76 percent / ethyl viologen dibromide; K₂CO₃; Na₂S₂O₄ / CH₂Cl₂; H₂O / 24 h

10: 402.1 mg / Et₃N / CH₂Cl₂ / 12 h / 20 °C

11: 94 percent / K₂CO₃ / H₂O; methanol / 2 h

With 1H-imidazole; cesium hydroxide; sodium dithionite; 4 Angstroem MS; potassium carbonate; hydrazine hydrate; potassium nitrate; triethylamine; triphenylphosphine; 1,1′-diethyl-[4,4′-bipyridine]-1,1′-diium dibromide; trifluoroacetic anhydride; diethylazodicarboxylate; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 5: Mitsunobu reaction;
DOI:10.1021/jo015512q

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 340963-66-8
(R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-N-allyl-2-hydroxyacetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / imidazole / dimethylformamide / 4 h / 20 °C

2: 89 percent / PPh₃; DEAD / tetrahydrofuran / 1.5 h

3: 100 percent / NH₂NH₂*H₂O / ethanol / 3 h / Heating

4: 78 percent / 4 Angstroem MS; CsOH*H₂O / dimethylformamide

5: 86 percent / Et₃N / diethyl ether / 0 - 20 °C

6: 76 percent / ethyl viologen dibromide; K₂CO₃; Na₂S₂O₄ / CH₂Cl₂; H₂O / 24 h

7: 402.1 mg / Et₃N / CH₂Cl₂ / 12 h / 20 °C

8: 94 percent / K₂CO₃ / H₂O; methanol / 2 h

With 1H-imidazole; cesium hydroxide; sodium dithionite; 4 Angstroem MS; potassium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; 1,1′-diethyl-[4,4′-bipyridine]-1,1′-diium dibromide; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1021/jo015512q