methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate

Base Information

Chemical Name:methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate
CAS No.:868285-34-1
Molecular Formula:C₂₀H₂₇NO₆
Molecular Weight:377.437
Hs Code.:

Synonyms:methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate

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Chemical Property of methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate

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Technology Process of methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate

There total 3 articles about methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate 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:

: 868285-33-0
(1R)-1-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-1-hydroxy-6-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)hexan-3-one

: 67-56-1
methanol

: 868285-34-1
methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate

Guidance literature:: (1R)-1-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-1-hydroxy-6-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)hexan-3-one; With acetic acid; In tetrahydrofuran; water; at 25 ℃; for 3h;

methanol; With potassium carbonate; at 25 ℃; for 2h;
DOI:10.1021/ol0516061

Reference yield:

: 71461-30-8
(S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester

: 868285-34-1
methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: iPr₂NH; nBuLi / hexane; tetrahydrofuran / 2 h / -78 °C

2.1: AcOH / tetrahydrofuran; H₂O / 3 h / 25 °C

2.2: 2.56 g / K₂CO₃ / 2 h / 25 °C

With n-butyllithium; acetic acid; diisopropylamine; In tetrahydrofuran; hexane; water;
DOI:10.1021/ol0516061

Reference yield:

: 264601-59-4
5-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-pentanone

: 868285-34-1
methyl (7R)-7-[(S)-N-benzyloxycarbonylpyrrolidin-2-yl]-7-hydroxy-5-oxoheptanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: iPr₂NH; nBuLi / hexane; tetrahydrofuran / 2 h / -78 °C

2.1: AcOH / tetrahydrofuran; H₂O / 3 h / 25 °C

2.2: 2.56 g / K₂CO₃ / 2 h / 25 °C

With n-butyllithium; acetic acid; diisopropylamine; In tetrahydrofuran; hexane; water;
DOI:10.1021/ol0516061