5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

Base Information

Chemical Name:5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid
CAS No.:478946-91-7
Molecular Formula:C₁₈H₁₈N₂O₇
Molecular Weight:374.35
Hs Code.:

Synonyms:5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

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Chemical Property of 5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

Chemical Property:

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Technology Process of 5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

There total 9 articles about 5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic 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: 98.0%

: 401792-93-6
(+)-methyl N-(benzyloxycarbonyl)-3-[2-(methoxycarbonyl)-6-methoxy-5-pyridinyl]-L-alaninate

: 478946-91-7
5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 1h;
DOI:10.1016/S0040-4020(02)00670-1

Reference yield:

: 29681-38-7
methyl 5-methylpyridine-2-carboxylate

: 478946-91-7
5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 79 percent / m-CPBA / CHCl₃ / 15 h / 20 °C

2.1: Ac₂O / 3 h / Heating

2.2: 60 percent / NaOMe / methanol / 0.17 h / 0 °C

3.1: 93 percent / Ag₂CO₃ / CHCl₃ / 120 h / 20 °C

4.1: 77 percent / NBS; AIBN / CCl₄ / 0.75 h / Heating

5.1: 34 percent / hexamethylenetetramine / acetic acid; H₂O / 1 h / Heating

6.1: 76 percent / N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 6 h / 0 - 20 °C

7.1: 93 percent / H₂ / (S,S)-[(Et-DuPHOS)(COD)Rh]BF₄ / methanol / 24 h / 20 °C / 1810.02 Torr

8.1: LiOH / tetrahydrofuran; H₂O / 1 h / 20 °C

With lithium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hexamethylenetetramine; hydrogen; acetic anhydride; 3-chloro-benzenecarboperoxoic acid; silver carbonate; N,N,N',N'-tetramethylguanidine; (Z,Z)-cycloocta-1,5-diene(S,S-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; methanol; tetrachloromethane; chloroform; water; acetic acid;
DOI:10.1016/S0957-4166(01)00414-1

Reference yield:

: methyl 5-(2-{[(benzyloxy)carbonyl]amino}-3-methoxy-3-oxo-1-propenyl)-6-methoxy-2-pyridinecarboxylate

: 478946-91-7
5-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-6-methoxy-pyridine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / (S,S)-[Rh(EtDuPHOS)(COD)]BF₄; H₂ / methanol; ethyl acetate / 24 h / 20 °C / 1810.02 Torr

2: 98 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 1 h

With lithium hydroxide; (Z,Z)-cycloocta-1,5-diene(S,S-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; hydrogen; In tetrahydrofuran; methanol; water; ethyl acetate;
DOI:10.1016/S0040-4020(02)00670-1