L-Phenylalanine, (2R)-2-(3,5-dichloro-4-hydroxyphenyl)-N-[(1,1-dimethylethoxy)carbonyl] glycyl-N-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester

Base Information

Chemical Name:L-Phenylalanine, (2R)-2-(3,5-dichloro-4-hydroxyphenyl)-N-[(1,1-dimethylethoxy)carbonyl] glycyl-N-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester
CAS No.:586413-67-4
Molecular Formula:C30H39BCl2N2O8
Molecular Weight:637.365
Hs Code.:

L-Phenylalanine,
(2R)-2-(3,5-dichloro-4-hydroxyphenyl)-N-[(1,1-dimethylethoxy)carbonyl]
glycyl-N-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl
ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of L-Phenylalanine, (2R)-2-(3,5-dichloro-4-hydroxyphenyl)-N-[(1,1-dimethylethoxy)carbonyl] glycyl-N-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester

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Technology Process of L-Phenylalanine, (2R)-2-(3,5-dichloro-4-hydroxyphenyl)-N-[(1,1-dimethylethoxy)carbonyl] glycyl-N-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester

There total 3 articles about L-Phenylalanine, (2R)-2-(3,5-dichloro-4-hydroxyphenyl)-N-[(1,1-dimethylethoxy)carbonyl] glycyl-N-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl 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: 74.0%

: 26973-43-3
(R)-2-((tert-butoxycarbonyl)amino)-2-(3,5-dichloro-4-hydroxyphenyl)acetic acid

: (S)-2-Methylamino-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

: 586413-67-4
(S)-2-{[(R)-2-tert-Butoxycarbonylamino-2-(3,5-dichloro-4-hydroxy-phenyl)-acetyl]-methyl-amino}-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: With sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; at 0 - 22 ℃; for 14h;
DOI:10.1021/ja030249r

Reference yield:

: 220587-29-1,335030-24-5
methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

: 586413-67-4
(S)-2-{[(R)-2-tert-Butoxycarbonylamino-2-(3,5-dichloro-4-hydroxy-phenyl)-acetyl]-methyl-amino}-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaH / dimethylformamide / 3 h / 22 °C

2: 96 percent / HCl / methanol / 1 h / -78 - 22 °C

3: 74 percent / 3-(diethyloxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; NaHCO₃ / tetrahydrofuran / 14 h / 0 - 22 °C

With hydrogenchloride; sodium hydride; sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja030249r

Reference yield:

: 586413-66-3
(S)-2-(tertbutoxycarbonyl-methyl-amino)-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

: 586413-67-4
(S)-2-{[(R)-2-tert-Butoxycarbonylamino-2-(3,5-dichloro-4-hydroxy-phenyl)-acetyl]-methyl-amino}-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / HCl / methanol / 1 h / -78 - 22 °C

2: 74 percent / 3-(diethyloxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; NaHCO₃ / tetrahydrofuran / 14 h / 0 - 22 °C

With hydrogenchloride; sodium hydrogencarbonate; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; methanol;
DOI:10.1021/ja030249r