N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester

Base Information

Chemical Name:N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester
CAS No.:143145-59-9
Molecular Formula:C₃₀H₃₅NO₆S₂
Molecular Weight:569.743
Hs Code.:

Synonyms:N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester

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Chemical Property of N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester

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Technology Process of N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester

There total 11 articles about N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic 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: 90.0%

: 64-17-5
ethanol

: 143145-57-7
N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetonitrile

: 143145-59-9
N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester

Guidance literature:: With hydrogenchloride; for 5h; Ambient temperature;
DOI:10.1021/jo00046a031

Reference yield:

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

: 143145-59-9
N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 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

With hydrogenchloride; methanol; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; pyridinium chlorochromate; In dichloromethane; chloroform; acetone;
DOI:10.1021/jo00046a031

Reference yield:

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

: 143145-59-9
N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-3-<5-(1,3-dithian-2-yl)-2-methoxyphenoxy>-5-methoxybenzeneacetic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 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

With hydrogenchloride; methanol; sulfuric acid; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; pyridinium chlorochromate; In dichloromethane; chloroform; acetone;
DOI:10.1021/jo00046a031