methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate

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Chemical Name:methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate
CAS No.:1445564-31-7
Molecular Formula:C₄₄H₃₉FN₄O₅
Molecular Weight:722.816
Hs Code.:

Synonyms:methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate

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Chemical Property of methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate

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Technology Process of methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate

There total 14 articles about methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate 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: 71.0%

: 1445564-28-2
methyl (2Z)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)acrylate

: 1445564-31-7
methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate

Guidance literature:: With {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate; hydrogen; In methanol; at 20 ℃; for 48h; under 2585.81 Torr;

Reference yield:

: 149947-15-9
3-bromo-2-fluorobenzaldehyde

: 1445564-31-7
methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate

Guidance literature:: Multi-step reaction with 11 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2: sodium hydroxide / tetrahydrofuran; water / 18 h / 0 - 20 °C

3: thionyl chloride / toluene / 6 h / Reflux

4: sodium azide / water; 1,4-dioxane / 1 h / 0 °C

5: diphenylether / 4 h / 250 °C

6: trichlorophosphate / 2 h / 110 °C

7: potassium hydroxide / 2 h / 160 °C

8: ammonium acetate / 6 h / 160 °C

9: triethylamine / N,N-dimethyl-formamide / 16 h / 50 °C

10: tetraethylammonium chloride; sodium hydrogencarbonate; palladium diacetate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere

11: {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate; hydrogen / methanol / 48 h / 20 °C / 2585.81 Torr

With thionyl chloride; sodium azide; {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate; tetraethylammonium chloride; ammonium acetate; hydrogen; palladium diacetate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; potassium hydroxide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diphenylether; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1445564-08-8
C₉H₅BrFN₃O

: 1445564-31-7
methyl (2R)-2-[(3S)-3-benzyloxycarbonylamino-2-oxopyrrolidin-1-yl]-3-(5-fluoro-1-(tritylamino)isoquinolin-6-yl)propanoate

Guidance literature:: Multi-step reaction with 7 steps

1: diphenylether / 4 h / 250 °C

2: trichlorophosphate / 2 h / 110 °C

3: potassium hydroxide / 2 h / 160 °C

4: ammonium acetate / 6 h / 160 °C

5: triethylamine / N,N-dimethyl-formamide / 16 h / 50 °C

6: tetraethylammonium chloride; sodium hydrogencarbonate; palladium diacetate / N,N-dimethyl-formamide / 16 h / 90 °C / Inert atmosphere

7: {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate; hydrogen / methanol / 48 h / 20 °C / 2585.81 Torr

With {(-)-1,2-bis(2R,5R)-2,5-dimethylphospholanobenzene(cyclooctadiene)rhodium(l)} triflate; tetraethylammonium chloride; ammonium acetate; hydrogen; palladium diacetate; sodium hydrogencarbonate; triethylamine; potassium hydroxide; trichlorophosphate; In methanol; diphenylether; N,N-dimethyl-formamide;