(R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester

Base Information

Chemical Name:(R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester
CAS No.:225517-68-0
Molecular Formula:C₂₉H₃₀Cl₂N₂O₆S
Molecular Weight:605.539
Hs Code.:

(R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester

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Chemical Property of (R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester

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Technology Process of (R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester

There total 9 articles about (R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester 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:

: 6373-46-2
p-benzyloxyaniline

: 225517-68-0
(R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: aq. HBF₄ / ethanol

1.2: isoamyl nitrite / 5 °C

2.1: 10 percent Pd/C / methanol / 3 h / Heating

3.1: n-BuLi / 0.5 h / -78 °C

4.1: 93 percent / H₂ / 10 percent Pd/C / methanol / 2585.74 Torr

5.1: DIEA

6.1: 85 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

7.1: 75 percent / Pd(PPh₃)4; K₂CO₃ / toluene; ethanol / 3 h / 60 - 90 °C

8.1: HCl(g) / ethyl acetate / 1 h / 0 °C

9.1: PyBOP; iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; palladium on activated charcoal; tetrafluoroboric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; toluene; 3.1: Michael addition / 7.1: Suzuki coupling;
DOI:10.1016/S0960-894X(02)00460-2

Reference yield:

: 84184-51-0
(E)-methyl 3-(4-(benzyloxy)phenyl)acrylate

: 225517-68-0
(R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: n-BuLi / 0.5 h / -78 °C

2: 93 percent / H₂ / 10 percent Pd/C / methanol / 2585.74 Torr

3: DIEA

4: 85 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

5: 75 percent / Pd(PPh₃)4; K₂CO₃ / toluene; ethanol / 3 h / 60 - 90 °C

6: HCl(g) / ethyl acetate / 1 h / 0 °C

7: PyBOP; iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; toluene; 1: Michael addition / 5: Suzuki coupling;
DOI:10.1016/S0960-894X(02)00460-2

Reference yield:

: para-benzyloxybenzenediazonium tetrafluoroborate

: 225517-68-0
(R)-3-{[(S)-1-(3,5-Dichloro-benzenesulfonyl)-2-methyl-pyrrolidine-2-carbonyl]-amino}-3-(2'-methoxy-biphenyl-4-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 10 percent Pd/C / methanol / 3 h / Heating

2: n-BuLi / 0.5 h / -78 °C

3: 93 percent / H₂ / 10 percent Pd/C / methanol / 2585.74 Torr

4: DIEA

5: 85 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

6: 75 percent / Pd(PPh₃)4; K₂CO₃ / toluene; ethanol / 3 h / 60 - 90 °C

7: HCl(g) / ethyl acetate / 1 h / 0 °C

8: PyBOP; iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; toluene; 2: Michael addition / 6: Suzuki coupling;
DOI:10.1016/S0960-894X(02)00460-2