(3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one

Base Information

Chemical Name:(3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one
CAS No.:215798-01-9
Molecular Formula:C₁₈H₂₈O₃Si
Molecular Weight:320.504
Hs Code.:

Synonyms:(3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one

Chemical Property:

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Technology Process of (3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one

There total 13 articles about (3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one 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%

: 210300-08-6
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

: 215798-01-9
(3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one

Guidance literature:: In dichloromethane; at 25 ℃; for 72h;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield: 68.0%

: 215797-95-8
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid (2S)-2-tert-butoxycarbonylamino-2-carboxyethyl ester

: 215798-01-9
(3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In dichloromethane; at 25 ℃; for 14h;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 96837-44-4
(R)-4-isopropyl-3-(3-phenylpropanoyl)oxazolidin-2-one

: 215798-01-9
(3R,4R,5S)-3-benzyl-4-(tert-butyldimethylsilanyloxy)-5-methyldihydrofuran-2-one

Guidance literature:: Multi-step reaction with 6 steps

2: 100 percent / aq. H₂O₂, LiOH / tetrahydrofuran / 13 h / 25 °C

3: 89 percent / imidazole / dimethylformamide / 6 h / 25 °C

4: 56 percent / DMAP, EDCI*HCl / CH₂Cl₂ / 21 h / 25 °C

5: 100 percent / H₂ / Pd(OH)2/C / ethanol / 14 h / 25 °C / 3040 Torr

6: 68 percent / triethylamine, DMAP, 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 14 h / 25 °C

With 1H-imidazole; dmap; lithium hydroxide; 2,4,6-trichlorobenzoyl chloride; hydrogen; dihydrogen peroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00777-7