(3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

Base Information

Chemical Name:(3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester
CAS No.:566202-96-8
Molecular Formula:C₅₁H₆₀N₂O₈Si
Molecular Weight:857.131
Hs Code.:

(3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

Synonyms:(3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

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Chemical Property of (3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

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Technology Process of (3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

There total 23 articles about (3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl 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:

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

: 566202-96-8
(3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 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

5: 84 percent / Pd(OAc)2; tris(o-tolyl)phosphine / dimethylformamide / 24 h / 100 °C

6: 66 percent / (DHQD)2PHAL; K₂OsO₂(OH)4 / propan-1-ol; H₂O / 4 h / 20 °C

7: 87 percent / CCl₄; PPh₃ / toluene / 2 h / 100 °C

8: ammonium formate / Pd/C / methanol / 1.25 h / 60 °C

9: 118 mg / diethyl azodicarboxylate; PPh₃ / toluene / 2 h / 60 °C

With pyridine; tetrachloromethane; palladium diacetate; potassium dioxotetrahydroxoosmate(VI); ammonium formate; dimethylaluminum chloride; potassium carbonate; thiophenol; 1,4-bis(9-O-dihydroquinidine)phthalazine; triphenylphosphine; tris-(o-tolyl)phosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Mitsunobu reaction / 5: Heck reaction / 6: Sharpless aminohydroxylation / 9: 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

: 566202-96-8
(3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 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

5: 84 percent / Pd(OAc)2; tris(o-tolyl)phosphine / dimethylformamide / 24 h / 100 °C

6: 66 percent / (DHQD)2PHAL; K₂OsO₂(OH)4 / propan-1-ol; H₂O / 4 h / 20 °C

7: 87 percent / CCl₄; PPh₃ / toluene / 2 h / 100 °C

8: ammonium formate / Pd/C / methanol / 1.25 h / 60 °C

9: 118 mg / diethyl azodicarboxylate; PPh₃ / toluene / 2 h / 60 °C

With pyridine; tetrachloromethane; palladium diacetate; potassium dioxotetrahydroxoosmate(VI); ammonium formate; dimethylaluminum chloride; potassium carbonate; thiophenol; 1,4-bis(9-O-dihydroquinidine)phthalazine; triphenylphosphine; tris-(o-tolyl)phosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Mitsunobu reaction / 5: Heck reaction / 6: Sharpless aminohydroxylation / 9: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.144

Reference yield:

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

: 566202-96-8
(3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / pyridine / 0 - 20 °C

2: 84 percent / Pd(OAc)2; tris(o-tolyl)phosphine / dimethylformamide / 24 h / 100 °C

3: 66 percent / (DHQD)2PHAL; K₂OsO₂(OH)4 / propan-1-ol; H₂O / 4 h / 20 °C

4: 87 percent / CCl₄; PPh₃ / toluene / 2 h / 100 °C

5: ammonium formate / Pd/C / methanol / 1.25 h / 60 °C

6: 118 mg / diethyl azodicarboxylate; PPh₃ / toluene / 2 h / 60 °C

With pyridine; tetrachloromethane; palladium diacetate; potassium dioxotetrahydroxoosmate(VI); ammonium formate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triphenylphosphine; tris-(o-tolyl)phosphine; diethylazodicarboxylate; palladium on activated charcoal; In methanol; propan-1-ol; water; N,N-dimethyl-formamide; toluene; 2: Heck reaction / 3: Sharpless aminohydroxylation / 6: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.144