(2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

Base Information

Chemical Name:(2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester
CAS No.:169176-58-3
Molecular Formula:C₄₄H₅₀BrN₃O₁₂
Molecular Weight:892.798
Hs Code.:

(2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N-<N-<(phenylmethoxy)carbonyl>-L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

Synonyms:(2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

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Chemical Property of (2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

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Technology Process of (2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

There total 12 articles about (2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl 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:

: 104-01-8
4-Methoxyphenylacetic acid

: 169176-58-3
(2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 20 min, 2.) room temp., 50 min

2: n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temp., 20 h

3: 68 percent / KHMDS, trisyl azide / toluene; tetrahydrofuran / -78 °C / 1.) 30 min, 2.) 2 min

4: H₂, 5 N HCl / 10percent Pd/C / tetrahydrofuran; methanol / 8 h / 735.5 Torr / Ambient temperature

5: aq. NaHCO₃ / CH₂Cl₂ / 4 h / 0 °C

6: 87 percent / 0.5 M aq. LiOH / tetrahydrofuran / 1 h / 0 °C

7: 71 percent / HOBT*H₂O, EDC*HCl / tetrahydrofuran / 1.) 0 deg C, 4 h, 2.) room temp., 15 h

With hydrogenchloride; lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/jo00127a020

Reference yield:

: 159579-64-3
(2R)-2-Azido-2-<(3-(benzyloxy)-4-methoxy)phenyl>acetic acid

: 169176-58-3
(2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / p-toluenesulfonic acid / 8 h / Heating

2: 99 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 24 h / 735.5 Torr / Ambient temperature

3: 71 percent / HOBT*H₂O, EDC*HCl / tetrahydrofuran / 1.) 0 deg C, 4 h, 2.) room temp., 15 h

With hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/jo00127a020

Reference yield:

: 126702-34-9
C₁₄H₁₈O₄

: 169176-58-3
(2R)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-4-methoxy-N--L-(4-methoxyphenyl)glycinyl>-D-phenylglycine ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temp., 20 h

2: 68 percent / KHMDS, trisyl azide / toluene; tetrahydrofuran / -78 °C / 1.) 30 min, 2.) 2 min

3: H₂, 5 N HCl / 10percent Pd/C / tetrahydrofuran; methanol / 8 h / 735.5 Torr / Ambient temperature

4: aq. NaHCO₃ / CH₂Cl₂ / 4 h / 0 °C

5: 87 percent / 0.5 M aq. LiOH / tetrahydrofuran / 1 h / 0 °C

6: 71 percent / HOBT*H₂O, EDC*HCl / tetrahydrofuran / 1.) 0 deg C, 4 h, 2.) room temp., 15 h

With hydrogenchloride; lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/jo00127a020