cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

Base Information

Chemical Name:cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone
CAS No.:142229-39-8
Molecular Formula:C₂₁H₂₆N₂O₄
Molecular Weight:370.448
Hs Code.:

Synonyms:cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

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Chemical Property of cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

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Technology Process of cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

There total 6 articles about cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone 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: 69.0%

: 142229-18-3
cis 1-benzyloxy-4-(2-tert.-butyldiphenylsilyloxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

: 142229-39-8
cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;
DOI:10.1016/S0040-4020(01)88493-3

Reference yield:

: 142229-32-1,142229-33-2
iso-propyl 5-tert.-butyldiphenylsilyloxy-2-hydroxy-3-hydroxyliminomethylpentanoate

: 142229-39-8
cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine-borane complex, 10percent aqueous hydrochloric acid / ethanol / Ambient temperature

2: 1) sodium methoxide / 1) MeOH, reflux, 2) r.t.

3: 1) trifluoroacetic anhydride, dimethylsulphoxide, 2) ethyldiisopropylamine / 1) CH₂Cl₂, -78 deg C

4: methanol

5: 90 percent / hydrogen, acetic acid / platinum(IV) oxide / ethyl acetate / 760 Torr

6: 69 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h

With hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; borane pyridine complex; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; ethyl acetate;
DOI:10.1016/S0040-4020(01)88493-3

Reference yield:

: 5-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-hydroxyaminomethyl-pentanoic acid isopropyl ester

: 142229-39-8
cis 1-benzyloxy-4-(2-hydroxyethyl)-3-(4-methoxybenzylamino)-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 1) sodium methoxide / 1) MeOH, reflux, 2) r.t.

2: 1) trifluoroacetic anhydride, dimethylsulphoxide, 2) ethyldiisopropylamine / 1) CH₂Cl₂, -78 deg C

3: methanol

4: 90 percent / hydrogen, acetic acid / platinum(IV) oxide / ethyl acetate / 760 Torr

5: 69 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h

With tetrabutyl ammonium fluoride; hydrogen; sodium methylate; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; platinum(IV) oxide; In tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1016/S0040-4020(01)88493-3