(1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

Base Information

Chemical Name:(1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine
CAS No.:169176-69-6
Molecular Formula:C₃₄H₄₁N₃O₁₀
Molecular Weight:651.714
Hs Code.:

(1R,2R)-<N-<1-<3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

Synonyms:(1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

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Chemical Property of (1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

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Technology Process of (1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

There total 14 articles about (1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine 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:

: 169176-66-3
(R)-4-<2-Methoxy-5-<1--L-(4-methoxyphenyl)glycinyl>amino>-2-ethoxy-2-oxoethyl>phenoxy>-N-<(1,1-dimethylethoxy)carbonyl>-D-phenylalanine

: 169176-69-6
(1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; for 4h; under 735.5 Torr;
DOI:10.1021/jo00127a020

Reference yield:

: 104-01-8
4-Methoxyphenylacetic acid

: 169176-69-6
(1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

Guidance literature:: Multi-step reaction with 11 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

9: 89 percent / NaI / acetone / 6 h / Heating

10: 79 percent / DMPU, SmI₂ / tetrahydrofuran / 1.) 10 deg C, 5 min, 2.) room temp., 2 h

11: H₂ / 10percent Pd/C / tetrahydrofuran; ethanol / 4 h / 735.5 Torr

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; n-butyllithium; samarium diiodide; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1021/jo00127a020

Reference yield:

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

: 169176-69-6
(1R,2R)-amino>-3-hydroxy-3-oxopropyl>phenoxy>-4-methoxyphenyl>-2-ethoxy-2-oxoethyl>amino>-(S)-(4-methoxyphenyl)glycine

Guidance literature:: Multi-step reaction with 7 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

5: 89 percent / NaI / acetone / 6 h / Heating

6: 79 percent / DMPU, SmI₂ / tetrahydrofuran / 1.) 10 deg C, 5 min, 2.) room temp., 2 h

7: H₂ / 10percent Pd/C / tetrahydrofuran; ethanol / 4 h / 735.5 Torr

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; samarium diiodide; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; acetone;
DOI:10.1021/jo00127a020