1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[(1-methylethyl)amino]-2-oxoethylidene]-5-[[(meth ylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)-, 2-propenyl ester, (2E,3R,4R,5S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[(1-methylethyl)amino]-2-oxoethylidene]-5-[[(meth ylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)-, 2-propenyl ester, (2E,3R,4R,5S)-
CAS No.:161150-51-2
Molecular Formula:C36H41N3O9S
Molecular Weight:691.802
Hs Code.:
Mol file:161150-51-2.mol

1-Pyrrolidinecarboxylic acid,
2-[1-(benzoylamino)-2-[(1-methylethyl)amino]-2-oxoethylidene]-5-[[(meth
ylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)-, 2-propenyl ester,
(2E,3R,4R,5S)-

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-[1-(benzoylamino)-2-[(1-methylethyl)amino]-2-oxoethylidene]-5-[[(meth ylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)-, 2-propenyl ester, (2E,3R,4R,5S)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[(1-methylethyl)amino]-2-oxoethylidene]-5-[[(meth ylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)-, 2-propenyl ester, (2E,3R,4R,5S)-

There total 14 articles about 1-Pyrrolidinecarboxylic acid, 2-[1-(benzoylamino)-2-[(1-methylethyl)amino]-2-oxoethylidene]-5-[[(meth ylsulfonyl)oxy]methyl]-3,4-bis(phenylmethoxy)-, 2-propenyl ester, (2E,3R,4R,5S)- 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: 88.0%

: 124-63-0
methanesulfonyl chloride

: 161150-50-1
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

: 161150-51-2
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-methanesulfonyloxymethylpyrrolidine

Guidance literature:: With triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1016/S0040-4039(00)78556-X

Reference yield:

: 560130-36-1
(2S,3R,4R)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-[5-oxo-2-phenyl-oxazol-(4E)-ylidene]-pyrrolidine-1-carboxylic acid allyl ester

: 161150-51-2
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-methanesulfonyloxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 45 percent / DMAP / tetrahydrofuran / 0.5 h / 20 °C

2: 98 percent / conc. HCl / methanol / 0.5 h / 20 °C

3: 88 percent / Et₃N / CH₂Cl₂ / 2 h / -78 °C

With hydrogenchloride; dmap; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(03)00378-8

Reference yield:

: 176298-13-8
4-[(3R,4R,5S)-3,4-dibenzyloxy-5-(t-butyldimethylsiloxymethyl)pyrrolidin-2-ylidene]-2-phenyl-4H-oxazol-5-one

: 161150-51-2
(3R,4R,5S)-2-[(E)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-methanesulfonyloxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP / tetrahydrofuran / 0.5 h / 20 °C

2: 45 percent / DMAP / tetrahydrofuran / 0.5 h / 20 °C

3: 98 percent / conc. HCl / methanol / 0.5 h / 20 °C

4: 88 percent / Et₃N / CH₂Cl₂ / 2 h / -78 °C

With hydrogenchloride; dmap; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(03)00378-8