L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester

Base Information

Chemical Name:L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester
CAS No.:110774-06-6
Molecular Formula:C₂₆H₂₇NO₆
Molecular Weight:449.503
Hs Code.:

Synonyms:L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester

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Chemical Property of L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester

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Technology Process of L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester

There total 7 articles about L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl 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: 61.0%

: 110774-05-5
(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-[4-benzyloxy-3-(1-hydroxy-ethyl)-phenyl]-propionic acid methyl ester

: 110774-06-6
L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester

Guidance literature:: With dihydrogen peroxide; toluene-4-sulfonic acid; In tetrahydrofuran; at 23 ℃; for 24h;
DOI:10.1021/jo00232a044

Reference yield:

: 32404-28-7
(S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride

: 110774-06-6
L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / HCl (g) / 1 h / 25 °C

2: 90 percent / Na₂CO₃ / H₂O; diethyl ether / 3 h / 25 °C

3: 93 percent / K₂CO₃, tetra-n-butylammonium iodide / dimethylformamide / 6 h / 23 °C

4: 97 percent / NaH / tetrahydrofuran; dimethylformamide / 20 h / Heating

5: 95 percent / NaBH₄ / methanol / 1 h / 25 °C

6: 61 percent / 30percent aq. H₂O₂, p-TsOH*H₂O / tetrahydrofuran / 24 h / 23 °C

With hydrogenchloride; sodium tetrahydroborate; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00232a044

Reference yield:

: 60-18-4,18875-48-4,25619-78-7,30704-25-7
L-tyrosine

: 110774-06-6
L-N-(benzyloxycarbonyl)-3-[3-hydroxy-4-(benzyloxy)phenyl]-N-methylalanine methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 77 percent / AlCl₃ / nitrobenzene / 6 h / 100 °C

2: 74 percent / HCl (g) / 1 h / 25 °C

3: 90 percent / Na₂CO₃ / H₂O; diethyl ether / 3 h / 25 °C

4: 93 percent / K₂CO₃, tetra-n-butylammonium iodide / dimethylformamide / 6 h / 23 °C

5: 97 percent / NaH / tetrahydrofuran; dimethylformamide / 20 h / Heating

6: 95 percent / NaBH₄ / methanol / 1 h / 25 °C

7: 61 percent / 30percent aq. H₂O₂, p-TsOH*H₂O / tetrahydrofuran / 24 h / 23 °C

With hydrogenchloride; sodium tetrahydroborate; aluminium trichloride; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; water; nitrobenzene; N,N-dimethyl-formamide;
DOI:10.1021/jo00232a044