(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

Base Information

Chemical Name:(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester
CAS No.:566202-93-5
Molecular Formula:C₄₇H₅₂BrNO₆Si
Molecular Weight:834.922
Hs Code.:

(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

Synonyms:(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

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Chemical Property of (2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

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Technology Process of (2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

There total 18 articles about (2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester 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: 88.0%

: 108-24-7
acetic anhydride

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

: 566202-93-5
(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

Guidance literature:: With pyridine; at 20 ℃; for 8h;
DOI:10.1021/ja036011k

Reference yield:

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

: 566202-93-5
(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

Guidance literature:: Multi-step reaction with 4 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

4: 88 percent / pyridine / 0 - 20 °C

With pyridine; 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

: 566202-93-5
(2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester

Guidance literature:: Multi-step reaction with 4 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

4: 88 percent / pyridine / 0 - 20 °C

With pyridine; 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