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

Base Information

Chemical Name:(+)-methyl N-(benzyloxycarbonyl)-3-[2-(methoxycarbonyl)-6-methoxy-5-pyridinyl]-L-alaninate
CAS No.:401792-93-6
Molecular Formula:C₂₀H₂₂N₂O₇
Molecular Weight:402.404
Hs Code.:

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

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Chemical Property of (+)-methyl N-(benzyloxycarbonyl)-3-[2-(methoxycarbonyl)-6-methoxy-5-pyridinyl]-L-alaninate

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Technology Process of (+)-methyl N-(benzyloxycarbonyl)-3-[2-(methoxycarbonyl)-6-methoxy-5-pyridinyl]-L-alaninate

There total 8 articles about (+)-methyl N-(benzyloxycarbonyl)-3-[2-(methoxycarbonyl)-6-methoxy-5-pyridinyl]-L-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: 93.0%

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

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

Guidance literature:: With hydrogen; (Z,Z)-cycloocta-1,5-diene(S,S-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; In methanol; at 20 ℃; for 24h; under 1810.02 Torr;
DOI:10.1016/S0957-4166(01)00414-1

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

With 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:

: 589-93-5
2,5-dimethylpyridine

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

Guidance literature:: Multi-step reaction with 8 steps

1.1: SeO₂ / pyridine

1.2: H₂SO₄

2.1: 79 percent / m-CPBA / CHCl₃ / 15 h / 20 °C

3.1: Ac₂O / 3 h / Heating

3.2: 60 percent / NaOMe / methanol / 0.17 h / 0 °C

4.1: 93 percent / Ag₂CO₃ / CHCl₃ / 120 h / 20 °C

5.1: 77 percent / NBS; AIBN / CCl₄ / 0.75 h / Heating

6.1: 34 percent / hexamethylenetetramine / acetic acid; H₂O / 1 h / Heating

7.1: 76 percent / N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 6 h / 0 - 20 °C

8.1: 93 percent / H₂ / (S,S)-[(Et-DuPHOS)(COD)Rh]BF₄ / methanol / 24 h / 20 °C / 1810.02 Torr

With N-Bromosuccinimide; selenium(IV) oxide; 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; pyridine; methanol; tetrachloromethane; chloroform; water; acetic acid;
DOI:10.1016/S0957-4166(01)00414-1