methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate

Base Information

Chemical Name:methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate
CAS No.:1414976-13-8
Molecular Formula:CH₄O₃S*C₂₀H₂₄N₂O₄
Molecular Weight:452.529
Hs Code.:

Synonyms:methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate

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Chemical Property of methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate

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Technology Process of methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate

There total 5 articles about methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate 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: 96.1%

: methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)acrylate

: 75-75-2,98527-29-8
methanesulfonic acid

: 1414976-13-8
methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate

Guidance literature:: methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)acrylate; With (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; In methanol; dichloromethane; at 25 ℃; for 1.25h; under 1551.49 - 1810.07 Torr; Inert atmosphere; Large scale;

methanesulfonic acid; In methanol; dichloromethane; ethyl acetate; for 3h; Large scale;
DOI:10.1021/op3003097

Reference yield:

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 1414976-13-8
methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanesulfonyl chloride / tetrahydrofuran / 1 h / 0 - 25 °C / Large scale

1.2: 2 h / 25 °C / Large scale

2.1: tetrabutyl-ammonium chloride; potassium carbonate / water; tetrahydrofuran / 0.33 h / Large scale

2.2: 5 h / 65 - 70 °C / Large scale

3.1: (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen / methanol; dichloromethane / 1.25 h / 25 °C / 1551.49 - 1810.07 Torr / Inert atmosphere; Large scale

3.2: 3 h / Large scale

With (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; tetrabutyl-ammonium chloride; hydrogen; potassium carbonate; methanesulfonyl chloride; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: |Heck Reaction / 1.2: |Heck Reaction;
DOI:10.1021/op3003097

Reference yield:

: 21149-17-7
methyl 2-(benzyloxycarbonylamino)acrylate

: 1414976-13-8
methyl (R)-3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonylamino)-propanoate methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutyl-ammonium chloride; potassium carbonate / water; tetrahydrofuran / 0.33 h / Large scale

1.2: 5 h / 65 - 70 °C / Large scale

2.1: (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen / methanol; dichloromethane / 1.25 h / 25 °C / 1551.49 - 1810.07 Torr / Inert atmosphere; Large scale

2.2: 3 h / Large scale

With (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; tetrabutyl-ammonium chloride; hydrogen; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/op3003097