dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate

Base Information

Chemical Name:dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate
CAS No.:1311981-31-3
Molecular Formula:C₂₄H₃₂N₄O₈
Molecular Weight:504.54
Hs Code.:

Synonyms:dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate

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Chemical Property of dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate

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Technology Process of dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate

There total 4 articles about dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate 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:

: 200344-41-8
C₁₂H₁₄BrNO₄

: 2488-14-4
N-(tert-butoxycarbonyl)-L-histidine methyl ester

: 1311981-35-7
dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-τ-L-histidino-D-alaninate

: 1311981-31-3
dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate

Guidance literature:: N-(tert-butoxycarbonyl)-L-histidine methyl ester; With magnesium triflate; In acetone; at 50 ℃; for 1h;

C₁₂H₁₄BrNO₄; In acetone; at 50 ℃; for 12h; Reagent/catalyst; Overall yield = 57 %; regioselective reaction;
DOI:10.1016/j.tetlet.2014.04.008

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1311981-31-3
dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 12 h / 20 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / -78 °C

3.1: magnesium triflate / acetone / 1 h / 50 °C

3.2: 6 h / 50 °C

3.3: 1 h / 50 °C

With di-isopropyl azodicarboxylate; sodium hydrogencarbonate; triphenylphosphine; magnesium triflate; In tetrahydrofuran; water; acetone;
DOI:10.1016/j.tetlet.2014.04.008

Reference yield:

: 6081-61-4
N-(benzyloxycarbonyl)-D-serine

: 1311981-31-3
dimethyl Nα-tert-butoxycarbonyl-Nα'-carbobenzyloxy-?-L-histidino-D-alaninate

Guidance literature:: Multi-step reaction with 2 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / -78 °C

2.1: magnesium triflate / acetone / 1 h / 50 °C

2.2: 6 h / 50 °C

2.3: 1 h / 50 °C

With di-isopropyl azodicarboxylate; triphenylphosphine; magnesium triflate; In tetrahydrofuran; acetone;
DOI:10.1016/j.tetlet.2014.04.008