benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

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Chemical Name:benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate
CAS No.:1451453-93-2
Molecular Formula:C₂₄H₃₇N₃O₆
Molecular Weight:463.574
Hs Code.:

Synonyms:benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

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Chemical Property of benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

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Technology Process of benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

There total 3 articles about benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate 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: 87.0%

: 112920-78-2
benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

: 1451453-93-2
benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 20 ℃; for 16h;
DOI:10.1021/jm400294w

Reference yield:

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 1451453-93-2
benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: sodium tetrahydroborate; lithium chloride / tetrahydrofuran; ethanol / 16 h / 20 °C

With sodium tetrahydroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm400294w

Reference yield:

: 2389-48-2
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

: 1451453-93-2
benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: sodium tetrahydroborate; lithium chloride / tetrahydrofuran; ethanol / 16 h / 20 °C

With sodium tetrahydroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm400294w