(S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester
CAS No.:1027016-54-1
Molecular Formula:C₄₄H₅₄N₂O₈Si
Molecular Weight:767.007
Hs Code.:

(S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

Synonyms:(S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

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Chemical Property of (S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

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Technology Process of (S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

There total 22 articles about (S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic 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:

: 566202-95-7
(2R,3R)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-benzyloxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-benzyloxycarbonylamino-2-chloro-propionic acid methyl ester

: 1027016-54-1
(S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

Guidance literature:: With ammonium formate; palladium on activated charcoal; In methanol; at 60 ℃; for 75h;
DOI:10.1021/ja036011k

Reference yield:

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

: 1027016-54-1
(S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 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

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;
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

: 1027016-54-1
(S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 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

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;
DOI:10.1016/j.tet.2004.06.144