(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide
CAS No.:152330-78-4
Molecular Formula:C₂₂H₃₉NO₅Si
Molecular Weight:425.641
Hs Code.:

Synonyms:(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

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Chemical Property of (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

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Technology Process of (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

There total 1 articles about (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide 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:

: 152330-77-3
(2R,3S)-3-hydroxy-N-methoxy-5-(4-methoxybenzyloxy)-N,2-dimethylpentanamide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 152330-78-4
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 25 ℃; for 15h; Yield given;
DOI:10.1016/S0040-4039(00)79360-9

Reference yield:

: 152330-78-4
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

: (2R,3S)-3-[(tert-butyldimethylsilyl)oxy]-5-[(4-methoxybenzyl)oxy]-2-methylpentanal

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran;
DOI:10.1021/ja0279646

Reference yield:

: 152330-78-4
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2-methyl-pentanoic acid methoxy-methyl-amide

: 2-{(5R,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 2 h / -78 °C

2: 75 percent / aq. K₂CO₃ / tetrahydrofuran / 3 h / 25 °C

3: 96 percent / imidazole / CH₂Cl₂ / 1 h / 25 °C

4: 94 percent / diethyl ether / 0.17 h / -78 °C

5: AcOH, H₂O / tetrahydrofuran / 12 h / 40 °C

6: PPTS / CH₂Cl₂ / 4 h / 25 °C

7: TBAF / tetrahydrofuran / 2 h / 25 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; potassium carbonate; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)79360-9