Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester

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Chemical Name:Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester
CAS No.:557111-46-3
Molecular Formula:C₂₈H₄₂IN₃O₇
Molecular Weight:659.562
Hs Code.:

Synonyms:Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester

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Chemical Property of Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester

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Technology Process of Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester

There total 5 articles about Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} 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: 48.0%

: 108-30-5
succinic acid anhydride

: 557111-42-9
((S)-1-{(R)-1-Hydroxy-2-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-yl]-ethyl}-3-methyl-butyl)-carbamic acid tert-butyl ester

: 557111-46-3
Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester

Guidance literature:: With dmap; In chloroform; at 23 ℃; for 12h;
DOI:10.1021/jo030063a

Reference yield:

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

: 557111-46-3
Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent KOH / ethanol; H₂O / 8 h / Heating

1.2: 63 percent / DIEA / dimethylformamide / 24 h / 23 °C

2.1: H₂ / 10 percent Pd/C / methanol / 12 h / 23 °C

2.2: 54 percent / PPh₃; diethyl azodicarboxylate / CHCl₃ / 6 h / Heating

3.1: anisole / trifluoroacetic acid / 1 h / 4 °C

3.2: 65 percent / propan-2-ol / 4 h / 70 °C

4.1: 48 percent / DMAP / CHCl₃ / 12 h / 23 °C

With dmap; potassium hydroxide; hydrogen; methoxybenzene; palladium on activated charcoal; In methanol; ethanol; chloroform; water; trifluoroacetic acid; 2.2: Mitsunobu reaction;
DOI:10.1021/jo030063a

Reference yield:

: 557111-26-9
(4S,5S)-4-isobutyl-5-[(phenylmethyloxy)methyl]oxazolidin-2-one

: 557111-46-3
Succinic acid mono-{(1R,2S)-2-tert-butoxycarbonylamino-1-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-ylmethyl]-4-methyl-pentyl} ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent KOH / ethanol; H₂O / 8 h / Heating

1.2: 63 percent / DIEA / dimethylformamide / 24 h / 23 °C

2.1: H₂ / 10 percent Pd/C / methanol / 12 h / 23 °C

2.2: 54 percent / PPh₃; diethyl azodicarboxylate / CHCl₃ / 6 h / Heating

3.1: anisole / trifluoroacetic acid / 1 h / 4 °C

3.2: 65 percent / propan-2-ol / 4 h / 70 °C

4.1: 48 percent / DMAP / CHCl₃ / 12 h / 23 °C

With dmap; potassium hydroxide; hydrogen; methoxybenzene; palladium on activated charcoal; In methanol; ethanol; chloroform; water; trifluoroacetic acid; 2.2: Mitsunobu reaction;
DOI:10.1021/jo030063a