2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane

Base Information

• Chemical Name: 2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane
• CAS No.: 96867-12-8
• Molecular Formula: C₃₃H₄₃N₃O₈
• Molecular Weight: 609.72

Synonyms:2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane

Chemical Property of 2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane

Chemical Property:

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Technology Process of 2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane

There total 6 articles about 2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane 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: 77.0%

2-<2-(1,3-dioxolan-2-yl)ethyl>-2-<1(S)-<ε-(benzyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane (96792-08-4) → 2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane (96867-12-8)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 0.333333h;

DOI:10.1021/jm00146a014

Reference yield:

(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate (24498-31-5) → 2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane (96867-12-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 84.4 percent / Et₃N / CH₂Cl₂ / a) 0 deg C, 1 h, b) RT, 2 h

2: 93.2 percent / 1N NaOH / methanol / a) 0 deg C, 1 h, b) RT, 64 h

3: 86 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CH₂Cl₂ / 64 h / Ambient temperature

4: 77 percent / CrO₃, 35percent H₂SO₄ / acetone / 0.33 h / 0 °C

With chromium(VI) oxide; sodium hydroxide; sulfuric acid; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; acetone;

DOI:10.1021/jm00146a014

Reference yield:

(S)-1-[4-(2-[1,3]Dioxolan-2-yl-ethyl)-[1,3]dioxolan-4-yl]-2-phenyl-ethylamine → 2-(2-carboxyethyl)-2-<1(S)-<ε-(benzyloxycarbonyl)-Nα-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane (96867-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CH₂Cl₂ / 64 h / Ambient temperature

2: 77 percent / CrO₃, 35percent H₂SO₄ / acetone / 0.33 h / 0 °C

With chromium(VI) oxide; sulfuric acid; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In dichloromethane; acetone;

DOI:10.1021/jm00146a014

upstream raw materials:

2-<2-(1,3-dioxolan-2-yl)ethyl>-2-<1(S)-<ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysyl>amino>-2-phenylethyl>-1,3-dioxolane

(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate

N₂-(Cyclobutylcarbonyl)-N₆-[(phenylmethoxy)-carbonyl]-L-lysine

N^ε-(benzyloxycarbonyl)-N^α-(cyclobutylcarbonyl)-L-lysine methyl ester

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