3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid

Base Information

Chemical Name:3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid
CAS No.:81790-33-2
Molecular Formula:C₂₇H₂₇NO₆
Molecular Weight:461.514
Hs Code.:

Synonyms:3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid

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Chemical Property of 3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid

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Technology Process of 3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid

There total 8 articles about 3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid 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: 99.0%

: 81790-28-5
3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid methyl ester

: 81790-33-2
3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid

Guidance literature:: With lithium hydroxide; water; In tetrahydrofuran; at 22 ℃; for 2.25h;
DOI:10.1021/jo00136a005

Reference yield:

: 156-38-7
4-hydroxyphenylacetate

: 81790-33-2
3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: BF₃*OEt₂ / 12 h / Ambient temperature

2: anhydrous potassium carbonate / butan-2-one / 24 h / Heating

3: 89 percent / N,N,N',N'-tetramethylethylenediamine / 12 h / 200 °C

4: 100 percent / camphorsulfonic acid (CSA) / benzene / 12 h / Heating

5: 96 percent / NaCNBH₃, 1.0 N aq. HCl / ethanol / 4.5 h

6: 100 percent / 1.) 4-(dimethylamino)pyridine, Et₃N / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 0 deg C, 30 min

7: 99 percent / H₂O, LiOH / tetrahydrofuran / 2.25 h / 22 °C

With hydrogenchloride; dmap; lithium hydroxide; N,N,N,N,-tetramethylethylenediamine; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; water; sodium cyanoborohydride; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; butanone; benzene;
DOI:10.1021/jo00136a005

Reference yield:

: 14199-15-6
Methyl 4-hydroxyphenylacetate

: 81790-33-2
3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: anhydrous potassium carbonate / butan-2-one / 24 h / Heating

2: 89 percent / N,N,N',N'-tetramethylethylenediamine / 12 h / 200 °C

3: 100 percent / camphorsulfonic acid (CSA) / benzene / 12 h / Heating

4: 96 percent / NaCNBH₃, 1.0 N aq. HCl / ethanol / 4.5 h

5: 100 percent / 1.) 4-(dimethylamino)pyridine, Et₃N / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 0 deg C, 30 min

6: 99 percent / H₂O, LiOH / tetrahydrofuran / 2.25 h / 22 °C

With hydrogenchloride; dmap; lithium hydroxide; N,N,N,N,-tetramethylethylenediamine; camphor-10-sulfonic acid; water; sodium cyanoborohydride; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; butanone; benzene;
DOI:10.1021/jo00136a005