(+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate

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Chemical Name:(+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate
CAS No.:1315128-58-5
Molecular Formula:C₃₅H₃₅NO₅
Molecular Weight:549.667
Hs Code.:

Synonyms:(+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate

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Chemical Property of (+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate

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Technology Process of (+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate

There total 7 articles about (+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate 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: 57.0%

: 1315128-36-9
(+)-methyl (2E,6R)-6-({[(phenylmethyl)oxy]carbonyl}amino)-7-[(triphenylmethyl)oxy]hept-2-enoate

: 1315128-58-5
(+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 1.83333h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201100649

Reference yield: 57.0%

: 1315128-56-3
C₃₅H₃₅NO₅

: 1315128-58-5
(+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 1.83333h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201100649

Reference yield:

: cinnamyl methyl carbonate

: 1315128-58-5
(+)-phenylmethyl (2R,5R)-2-[2-(methyloxy)-2-oxoethyl]-5-{[(triphenylmethyl)oxy]methyl}pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₇H₃₂NO₃P; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: potassium hydroxide / methanol / 1 h / 20 °C

3: tetrahydrofuran / 3 h / 50 °C / Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; caesium carbonate; N,N-dimethyl-formamide / tetrahydrofuran; water / 20 °C / Inert atmosphere

5: potassium tert-butylate / tetrahydrofuran / 1.83 h / -78 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(1,5-cyclooctadiene)diiridium(I) dichloride; triphenyl-arsane; C₃₇H₃₂NO₃P; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; potassium tert-butylate; caesium carbonate; N,N-dimethyl-formamide; potassium hydroxide; In tetrahydrofuran; methanol; water; 4: Suzuki-Miyaura coupling / 5: Aza-Michael addition;
DOI:10.1002/chem.201100649