(+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate

Base Information

Chemical Name:(+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate
CAS No.:308357-98-4
Molecular Formula:C₂₂H₂₆N₂O₇
Molecular Weight:430.458
Hs Code.:

Synonyms:(+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate

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Chemical Property of (+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate

Chemical Property:

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Technology Process of (+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate

There total 7 articles about (+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-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: 89.0%

: 308357-95-1
n-propyl 4-((1Z)-2-{[(benzyloxy)carbonyl]amino}-3-methoxy-3-oxo-1-propenyl)-6-methoxy-2-pyridinecarboxylate

: 308357-98-4
(+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate

Guidance literature:: With [Rh((R,R)-DIPAMP)(COD)]BF₄; hydrogen; In methanol; at 48 ℃; for 16h; under 3361.46 Torr;
DOI:10.1016/S0040-4020(02)00670-1

Reference yield:

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 308357-98-4
(+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / NaOMe / 48 h / Heating

2: BH₃*THF / tetrahydrofuran / 0 - 20 °C

3: 45 percent / Pd(OAc)2; 1,3-bis(diphenylphosphino)propane; K₂CO₃ / dimethylformamide / 90 °C / 775.72 Torr

4: 30 percent / MnO₂ / CHCl₃ / 48 h / 20 °C

5: 76 percent / N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 0 - 20 °C

6: 89 percent / (R,R)-[Rh(DIPAMP)(COD)]BF₄; H₂ / methanol / 16 h / 48 °C / 3361.46 Torr

With manganese(IV) oxide; palladium diacetate; borane-THF; [Rh((R,R)-DIPAMP)(COD)]BF₄; 1,3-bis-(diphenylphosphino)propane; hydrogen; sodium methylate; potassium carbonate; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00670-1

Reference yield:

: 308357-97-3
n-propyl 4-formyl-6-methoxy-2-pyridinecarboxylate

: 308357-98-4
(+)-methyl N-(benzyloxycarbonyl)-3-(n-propyloxycarbonyl-6-methoxy-4-pyridinyl)-L-alaninate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 0 - 20 °C

2: 89 percent / (R,R)-[Rh(DIPAMP)(COD)]BF₄; H₂ / methanol / 16 h / 48 °C / 3361.46 Torr

With [Rh((R,R)-DIPAMP)(COD)]BF₄; hydrogen; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(02)00670-1