<2S-<2R<(R),α(S),β(R)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

Base Information

Chemical Name:<2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester
CAS No.:158111-36-5
Molecular Formula:C₃₄H₄₁NO₆
Molecular Weight:559.703
Hs Code.:

Synonyms:<2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

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Chemical Property of <2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

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Technology Process of <2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

There total 10 articles about <2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl 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: 72.0%

: 420-37-1
trimethoxonium tetrafluoroborate

: 158111-34-3
<2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-hydroxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

: 158111-36-5
<2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

Guidance literature:: With Proton Sponge; In dichloromethane; for 36h; Ambient temperature;
DOI:10.1021/jo00100a034

Reference yield:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 158111-36-5
<2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / B₂H₆*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h

2: 87 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 2.5 h / 7 - 8 °C

3: 1.) i-Pr₂N, n-BuLi, MgBr₂*Et₂O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h

4: 72 percent / proton sponge / CH₂Cl₂ / 36 h / Ambient temperature

With n-butyllithium; Proton Sponge; pyridine-SO₃ complex; B₂H₆-THF; triethylamine; diisopropylamine; magnesium bromide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00100a034

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 158111-36-5
<2S-<2R*<(R*),α(S*),β(R*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 2.5 h / 0 °C

2: 76 percent / B₂H₆*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h

3: 87 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 2.5 h / 7 - 8 °C

4: 1.) i-Pr₂N, n-BuLi, MgBr₂*Et₂O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h

5: 72 percent / proton sponge / CH₂Cl₂ / 36 h / Ambient temperature

With n-butyllithium; Proton Sponge; pyridine-SO₃ complex; B₂H₆-THF; triethylamine; diisopropylamine; magnesium bromide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00100a034