(2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

Base Information

Chemical Name:(2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride
CAS No.:131472-67-8
Molecular Formula:C₁₂H₁₃NO₃*ClH
Molecular Weight:255.701
Hs Code.:

Synonyms:(2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

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Chemical Property of (2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

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Technology Process of (2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

There total 11 articles about (2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride 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: 38.0%

: 131472-66-7
(2S,3R)-2-Amino-3-[4-(4-methoxy-benzyloxy)-phenyl]-pent-4-ynoic acid methyl ester

: 131472-67-8
(2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

Guidance literature:: With hydrogenchloride; In methanol; at 25 ℃; for 12h;
DOI:10.1016/S0040-4039(00)97811-0

Reference yield:

: 76968-91-7
4-((4-methoxy)benzyloxy)phenylacetic acid

: 131472-67-8
(2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) t-BuCOCl, Et₃N / 1.) THF, 0 deg C 2.) 0 deg C;

2: 1.) NaHMDS / 1.) THF, 15 min, -78 deg C 2.) -50 deg C, 1 h;

3: 72 percent / LAH / tetrahydrofuran / 0.5 h / 0 °C

5: 1.) O₃, sudan red 7B 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C;

6: 92 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol

7: 1.) t-BuCOCl, Et₃N, / 1.) THF, 0 deg C 2.) 0 deg C;

10: 90 percent / Ph₃P / H₂O; tetrahydrofuran / 3 h / Heating

11: 38 percent / 1 M HCl / methanol / 12 h / 25 °C

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; N-ethyl-1-[{4-(phenylazo)-phenyl}-azo]-2-naphthalenylamine; sodium hexamethyldisilazane; pivaloyl chloride; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)97811-0

Reference yield:

: 131472-60-1
(R)-2-[4-(4-Methoxy-benzyloxy)-phenyl]-pent-4-en-1-ol

: 131472-67-8
(2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

Guidance literature:: Multi-step reaction with 8 steps

2: 1.) O₃, sudan red 7B 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C;

3: 92 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol

4: 1.) t-BuCOCl, Et₃N, / 1.) THF, 0 deg C 2.) 0 deg C;

7: 90 percent / Ph₃P / H₂O; tetrahydrofuran / 3 h / Heating

8: 38 percent / 1 M HCl / methanol / 12 h / 25 °C

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; N-ethyl-1-[{4-(phenylazo)-phenyl}-azo]-2-naphthalenylamine; pivaloyl chloride; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)97811-0