(S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester

Base Information

Chemical Name:(S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester
CAS No.:143145-64-6
Molecular Formula:C₄₄H₄₅N₃O₁₀
Molecular Weight:775.855
Hs Code.:

(S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester

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Chemical Property of (S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester

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Technology Process of (S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester

There total 16 articles about (S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid 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:

: 2150-44-9
1-carbomethoxy-3,5-dihydroxybenzene

: 143145-64-6
(S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 65 percent / K₂CO₃, Bu₄NI / acetone / 3 h / Heating

2: 1) NaH / 1) DMF, r.t., 0.5 h, 2) 90 deg C, 3 h

3: 95 percent / boron trifluoride etherate / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 1) DIBALH, 2) 1N HCl / 1) a) CH₂Cl₂, -78 deg C, 0.5 h, 2) MeOH, 0 deg C, 0.5 h

5: 86 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / 0 °C

6: CHCl₃ / 5 h / Ambient temperature

7: methanol / 3 h

8: 90 percent / ethereal HCl / 5 h / Ambient temperature

9: lead tetraacetate / CH₂Cl₂; methanol / 0.08 h / 0 °C / 1) CH₂Cl₂, MeOH, 0 deg C, 5 min, 2) phosphate buffer pH 7, r.t., 0.5 h

10: 3N HCl / diethyl ether / 0.25 h / Ambient temperature

11: 1) 1-hydroxybenzotriazole hydrate, 1,3-dicyclohexylcarbodiimide / 1) DMF, 0 deg C, 30 min, 2) DMF, 0 deg C to r.t., 1,5 h

12: 85 percent / mercuric oxide, mercuric chloride / acetonitrile; H₂O / 2 h / Ambient temperature

13: CHCl₃ / 24 h / Ambient temperature

With lead(IV) acetate; hydrogenchloride; methanol; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; pyridinium chlorochromate; mercury dichloride; mercury(II) oxide; In methanol; diethyl ether; dichloromethane; chloroform; water; acetone; acetonitrile;
DOI:10.1021/jo00046a031

Reference yield:

: 99-10-5
3,5-Dihydroxybenzoic acid

: 143145-64-6
(S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 96 percent / conc. H₂SO₄ / 5 h / Heating

2: 65 percent / K₂CO₃, Bu₄NI / acetone / 3 h / Heating

3: 1) NaH / 1) DMF, r.t., 0.5 h, 2) 90 deg C, 3 h

4: 95 percent / boron trifluoride etherate / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 1) DIBALH, 2) 1N HCl / 1) a) CH₂Cl₂, -78 deg C, 0.5 h, 2) MeOH, 0 deg C, 0.5 h

6: 86 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / 0 °C

7: CHCl₃ / 5 h / Ambient temperature

8: methanol / 3 h

9: 90 percent / ethereal HCl / 5 h / Ambient temperature

10: lead tetraacetate / CH₂Cl₂; methanol / 0.08 h / 0 °C / 1) CH₂Cl₂, MeOH, 0 deg C, 5 min, 2) phosphate buffer pH 7, r.t., 0.5 h

11: 3N HCl / diethyl ether / 0.25 h / Ambient temperature

12: 1) 1-hydroxybenzotriazole hydrate, 1,3-dicyclohexylcarbodiimide / 1) DMF, 0 deg C, 30 min, 2) DMF, 0 deg C to r.t., 1,5 h

13: 85 percent / mercuric oxide, mercuric chloride / acetonitrile; H₂O / 2 h / Ambient temperature

14: CHCl₃ / 24 h / Ambient temperature

With lead(IV) acetate; hydrogenchloride; methanol; sulfuric acid; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; pyridinium chlorochromate; mercury dichloride; mercury(II) oxide; In methanol; diethyl ether; dichloromethane; chloroform; water; acetone; acetonitrile;
DOI:10.1021/jo00046a031

Reference yield:

: 19520-74-2
3-hydroxy-5-methoxy-benzoic acid methyl ester

: 143145-64-6
(S)-[3-(5-{[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-methyl}-2-methoxy-phenoxy)-5-methoxy-phenyl]-[(R)-3-(4-hydroxy-phenyl)-2-(2-phenoxy-acetylamino)-propionylamino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 1) NaH / 1) DMF, r.t., 0.5 h, 2) 90 deg C, 3 h

2: 95 percent / boron trifluoride etherate / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1) DIBALH, 2) 1N HCl / 1) a) CH₂Cl₂, -78 deg C, 0.5 h, 2) MeOH, 0 deg C, 0.5 h

4: 86 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / 0 °C

5: CHCl₃ / 5 h / Ambient temperature

6: methanol / 3 h

7: 90 percent / ethereal HCl / 5 h / Ambient temperature

8: lead tetraacetate / CH₂Cl₂; methanol / 0.08 h / 0 °C / 1) CH₂Cl₂, MeOH, 0 deg C, 5 min, 2) phosphate buffer pH 7, r.t., 0.5 h

9: 3N HCl / diethyl ether / 0.25 h / Ambient temperature

10: 1) 1-hydroxybenzotriazole hydrate, 1,3-dicyclohexylcarbodiimide / 1) DMF, 0 deg C, 30 min, 2) DMF, 0 deg C to r.t., 1,5 h

11: 85 percent / mercuric oxide, mercuric chloride / acetonitrile; H₂O / 2 h / Ambient temperature

12: CHCl₃ / 24 h / Ambient temperature

With lead(IV) acetate; hydrogenchloride; methanol; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; pyridinium chlorochromate; mercury dichloride; mercury(II) oxide; In methanol; diethyl ether; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1021/jo00046a031