2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

Base Information

Chemical Name:2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester
CAS No.:913259-56-0
Molecular Formula:C₃₀H₄₀N₂O₁₂
Molecular Weight:620.654
Hs Code.:

2-<i>tert</i>-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-<i>tert</i>-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

Synonyms:2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

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Chemical Property of 2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

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Technology Process of 2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

There total 6 articles about 2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-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: 94.0%

: 934290-08-1
3-(3,4-bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 2-[3-(3,4-bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionyloxy]-ethyl ester

: 913259-56-0
2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 4h; under 2585.74 Torr;
DOI:10.1021/ol061449l

Reference yield:

: 59-92-7,90638-38-3
levodopa

: 913259-56-0
2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / 18 h / 20 °C

2: 11.320 g / NaHCO₃ / tetrahydrofuran; H₂O / 0 - 20 °C

3: 79 percent / potassium carbonate; sodium iodide / acetone / 18 h / Heating

4: 93 percent / NaOH / tetrahydrofuran; methanol; H₂O / 6 h / 20 °C

5: 78 percent / 4-(dimethylamino)-pyridinium p-toluenesulfonate; dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

6: 94 percent / H₂ / Pd/C / tetrahydrofuran / 4 h / 2585.74 Torr

With sodium hydroxide; thionyl chloride; hydrogen; sodium hydrogencarbonate; potassium carbonate; dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/ol061449l

Reference yield:

: 7101-51-1
L-DOPA methyl ester

: 913259-56-0
2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid 2-[2-tert-butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionyloxy]-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 11.320 g / NaHCO₃ / tetrahydrofuran; H₂O / 0 - 20 °C

2: 79 percent / potassium carbonate; sodium iodide / acetone / 18 h / Heating

3: 93 percent / NaOH / tetrahydrofuran; methanol; H₂O / 6 h / 20 °C

4: 78 percent / 4-(dimethylamino)-pyridinium p-toluenesulfonate; dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

5: 94 percent / H₂ / Pd/C / tetrahydrofuran / 4 h / 2585.74 Torr

With sodium hydroxide; hydrogen; sodium hydrogencarbonate; potassium carbonate; dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/ol061449l