2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid

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Chemical Name:2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid
CAS No.:190203-17-9
Molecular Formula:C₂₅H₃₈N₄O₉
Molecular Weight:538.598
Hs Code.:

Synonyms:2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid

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Chemical Property of 2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid

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Technology Process of 2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid

There total 8 articles about 2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid 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: 96.4%

: 190203-16-8
methyl 2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoate

: 190203-17-9
2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; for 0.2h; Ambient temperature;
DOI:10.1021/jo961447m

Reference yield:

: 70-26-8,25104-12-5,410523-47-6
L-ornithine

: 190203-17-9
2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) CuCO₃, 2.) DIPEA, 3.) EDTA, NaHCO₃ / 1.) H₂O, 100 deg C, 1 h, 2.) formamide, room temperature, 24 h, 3.) acetone, H₂O, room temperature, 12 h

2: 91 percent / CH₂Cl₂; ethanol / 0 °C

3: 97 percent / DIBALH / CH₂Cl₂; hexane / 1.25 h / -65 °C

4: 53.6 percent / n-BuLi / hexane; tetrahydrofuran / 5 h / -65 °C / 1.) 20 min, 2.) 5 h

5: 79 percent / HgCl₂, HgO / H₂O / 72 h / Ambient temperature

6: 96.4 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 0.2 h / Ambient temperature

With copper(II) carbonate; lithium hydroxide; n-butyllithium; ethylenediaminetetraacetic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jo961447m

Reference yield:

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

: 190203-17-9
2(R,S)-hydroxy-3(S)-<(phenylmethoxycarbonyl)amino>-6-<<<(tert-butyloxycarbonyl)imino><(tert-butyloxycarbonyl)amino>methyl>amino>hexanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) CuCO₃, 2.) DIPEA, 3.) EDTA, NaHCO₃ / 1.) H₂O, 100 deg C, 1 h, 2.) formamide, room temperature, 24 h, 3.) acetone, H₂O, room temperature, 12 h

2: 91 percent / CH₂Cl₂; ethanol / 0 °C

3: 97 percent / DIBALH / CH₂Cl₂; hexane / 1.25 h / -65 °C

4: 53.6 percent / n-BuLi / hexane; tetrahydrofuran / 5 h / -65 °C / 1.) 20 min, 2.) 5 h

5: 79 percent / HgCl₂, HgO / H₂O / 72 h / Ambient temperature

6: 96.4 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 0.2 h / Ambient temperature

With copper(II) carbonate; lithium hydroxide; n-butyllithium; ethylenediaminetetraacetic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jo961447m