1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-3,4-bis(phenylmethoxy)-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-3,4-bis(phenylmethoxy)-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-
CAS No.:231618-88-5
Molecular Formula:C32H39NO6
Molecular Weight:533.665
Hs Code.:
Mol file:231618-88-5.mol

1-Pyrrolidinecarboxylic acid,
2-(hydroxymethyl)-3,4-bis(phenylmethoxy)-5-[(phenylmethoxy)methyl]-,
1,1-dimethylethyl ester, (2R,3R,4R,5R)-

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-3,4-bis(phenylmethoxy)-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-3,4-bis(phenylmethoxy)-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-

There total 20 articles about 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-3,4-bis(phenylmethoxy)-5-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)- 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: 97.0%

: 231618-87-4
(2S,3R,4R,5R)-N-butyloxycarbonyl-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>pyrrolidine-2-carbaldehyde

: 231618-88-5
(2R,3R,4R,5R)-N-butyloxycarbonyl-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>-2-(hydroxymethyl)pyrrolidine

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo9902446

Reference yield: 83.0%

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

: 161290-43-3
(2R,3R,4R,5R)-2-(hydroxy-methyl)-3,4-di-O-benzyl-5-(O-benzyl-methyl)-pyrrolidine

: 231618-88-5
(2R,3R,4R,5R)-N-butyloxycarbonyl-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>-2-(hydroxymethyl)pyrrolidine

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jo049355h

Reference yield:

: 765308-79-0
1-(tert-butyl-dimethyl-sylanyloxy)-2-deoxy-2-azido-3,4,6-tri-O-benzyl-5-oxo-D-mannitol

: 231618-88-5
(2R,3R,4R,5R)-N-butyloxycarbonyl-3,4-bis(benzyloxy)-5-<(benzyloxy)methyl>-2-(hydroxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / Pd-C / tetrahydrofuran; pyridine / 4 h / 760 Torr

2: 7 mg / NaBH₃CN; p-TsOH / methanol / 20 °C

3: 97 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

4: 83 percent / Et₃N / CH₂Cl₂ / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1021/jo049355h