(S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Name:(S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester
CAS No.:186096-83-3
Molecular Formula:C₂₈H₃₄N₂O₅
Molecular Weight:478.588
Hs Code.:

Synonyms:(S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Property of (S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Technology Process of (S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

There total 1 articles about (S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl 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: 95.0%

: 5497-76-7,184719-80-0,256478-96-3
L-proline tert-butyl ester hydrochloride

: 94744-50-0
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid

: 186096-83-3
(S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1002/jlac.199719970109

Reference yield:

: 186096-83-3
(S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

: H-Hyp-(4,4-2H₂-Gln)-Aib-Hyp-Aib-Pro-Phl

Guidance literature:: Multi-step reaction with 11 steps

1: 0.1 M NaOH / dioxane; methanol; H₂O / 0.03 h / Ambient temperature

2: BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

3: 0.1 M NaOH / dioxane; methanol; H₂O / 0.03 h / Ambient temperature

4: DIPEA, DMAP, BOP / dimethylformamide / 0.5 h / Ambient temperature

5: 0.1 M NaOH / dioxane; methanol; H₂O / 0.03 h / Ambient temperature

6: BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

7: 4 M NaOH / dioxane; methanol / 0.03 h / Ambient temperature

8: BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

9: 91 percent / 50percent TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

10: 89 percent / BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

11: 78 percent / 40percent Et₂NH / dimethylformamide / 0.17 h / Ambient temperature

With dmap; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/jlac.199719970109

Reference yield:

: 186096-83-3
(S)-1-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

: 186096-92-4
Fmoc-Hyp-(4,4-2H₂-Gln)-Aib-Hyp-Aib-Pro-Phl

Guidance literature:: Multi-step reaction with 10 steps

1: 0.1 M NaOH / dioxane; methanol; H₂O / 0.03 h / Ambient temperature

2: BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

3: 0.1 M NaOH / dioxane; methanol; H₂O / 0.03 h / Ambient temperature

4: DIPEA, DMAP, BOP / dimethylformamide / 0.5 h / Ambient temperature

5: 0.1 M NaOH / dioxane; methanol; H₂O / 0.03 h / Ambient temperature

6: BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

7: 4 M NaOH / dioxane; methanol / 0.03 h / Ambient temperature

8: BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

9: 91 percent / 50percent TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

10: 89 percent / BOP, DIPEA / dimethylformamide / 0.5 h / Ambient temperature

With dmap; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/jlac.199719970109