(5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

Base Information

Chemical Name:(5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline
CAS No.:934585-19-0
Molecular Formula:C₃₃H₄₀FNO₆Si
Molecular Weight:593.768
Hs Code.:

Synonyms:(5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

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Chemical Property of (5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

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Technology Process of (5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

There total 12 articles about (5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline 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: 83.0%

: C₃₃H₃₉FNO₆Si^(1-)*Li⁽¹⁺⁾

: 934585-19-0
(5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

Guidance literature:: With citric acid; In water; pH=5;

Reference yield: 67.0%

: 934585-19-0
(5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

Guidance literature:

Reference yield:

: 446-48-0
o-fluorobenzyl bromide

: 934585-19-0
(5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / acetone / 2 h / Heating / reflux

2.1: iodine; magnesium / tetrahydrofuran / 1 h / 20 - 65 °C / Heating / reflux

2.2: 2.25 h / -60 °C

3.1: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C

4.1: hydrogen / platinum on carbon / ethyl acetate / 1.5 h / 1520.1 Torr

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.67 h / -78 - -40 °C

6.2: 7 h / -78 °C

7.1: 2,6-dimethylpyridine / dichloromethane / 3 h / 0 - 20 °C

8.1: lithium hydroxide / methanol; water / 2 h / 90 °C / Microwave irradiation

9.1: citric acid / water / pH 5

With 2,6-dimethylpyridine; lithium hydroxide; hydrogen; iodine; potassium carbonate; magnesium; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; citric acid; lithium hexamethyldisilazane; platinum on carbon; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone;