dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate

Base Information

Chemical Name:dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate
CAS No.:1311981-47-1
Molecular Formula:C₂₃H₃₂N₄O₆
Molecular Weight:460.53
Hs Code.:

Synonyms:dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate

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Chemical Property of dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate

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Technology Process of dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate

There total 6 articles about dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-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: 57.0%

: 1311981-39-1
methyl 4R,3-benzyl-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylate

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

: 1311981-47-1
dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate

Guidance literature:: methyl 4R,3-benzyl-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylate; N-(tert-butoxycarbonyl)-L-histidine methyl ester; In 1,2-dimethoxyethane; at 80 ℃; for 5h;

With potassium dihydrogenphosphate; water; at 20 ℃; for 2h; regioselective reaction;
DOI:10.1021/jo200744d

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1311981-47-1
dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / methanol / 2 h / 20 °C

1.2: 4 h / 67 °C

2.1: 1,2-dimethoxyethane / 5 h / 80 °C

2.2: 2 h / 20 °C

With triethylamine; In methanol; 1,2-dimethoxyethane;
DOI:10.1021/jo200744d

Reference yield:

: 40216-75-9
(R)-3-Hydroxy-2-{[1-phenyl-meth-(E)-ylidene]-amino}-propionic acid methyl ester

: 1311981-47-1
dimethyl Nα-tert-butoxycarbonyl-Nα'-benzyl-τ-L-histidino-D-alaninate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / methanol / 4 h / 0 °C

2.1: pyridine; thionyl chloride / dichloromethane / 1.92 h / -78 - 20 °C

3.1: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile / 0.67 h / -5 - 20 °C

4.1: 1,2-dimethoxyethane / 5 h / 80 °C

4.2: 2 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; thionyl chloride; ruthenium(III) chloride trihydrate; In methanol; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo200744d