(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

Base Information

Chemical Name:(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide
CAS No.:566202-78-6
Molecular Formula:C₄₅H₅₀BrNO₅Si
Molecular Weight:792.885
Hs Code.:

(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

Synonyms:(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

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Chemical Property of (2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

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Technology Process of (2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

There total 16 articles about (2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)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: 67.0%

: 566202-77-5
(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid 3-[4-(tert-butyldiphenylsilanyloxy)butylamino]propyl ester

: 566202-78-6
(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

Guidance literature:: With dimethylaluminum chloride; In dichloromethane; for 3h; Heating;
DOI:10.1021/ja036011k DOI:10.1016/j.tet.2004.06.144

Reference yield:

: 566202-75-3
(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid

: 566202-78-6
(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / diethyl azodicarboxylate; PPh₃ / tetrahydrofuran; toluene / 0 - 20 °C

2: 88 percent / PhSH; K₂CO₃ / dimethylformamide; acetonitrile / 0.67 h / 50 °C

3: 67 percent / Me₂AlCl / CH₂Cl₂ / 3 h / Heating

With dimethylaluminum chloride; potassium carbonate; thiophenol; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.144

Reference yield:

: 566202-76-4
N-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-N-(3-hydroxy-propyl)-2-nitro-benzenesulfonamide

: 566202-78-6
(2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / diethyl azodicarboxylate; PPh₃ / tetrahydrofuran; toluene / 0 - 20 °C

2: 88 percent / PhSH; K₂CO₃ / dimethylformamide; acetonitrile / 0.67 h / 50 °C

3: 67 percent / Me₂AlCl / CH₂Cl₂ / 3 h / Heating

With dimethylaluminum chloride; potassium carbonate; thiophenol; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.144