(2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate
CAS No.:1263315-49-6
Molecular Formula:C₂₀H₂₈N₂O₅
Molecular Weight:376.453
Hs Code.:

Synonyms:(2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

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Chemical Property of (2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

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Technology Process of (2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

There total 11 articles about (2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-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: 89.0%

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

: 1263315-48-5
benzyl (2S,3R)-2-isopropyl-5-oxopyrrolidin-3-ylcarbamate

: 1263315-49-6
(2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

Guidance literature:: With dmap; triethylamine; In dichloromethane; Inert atmosphere;
DOI:10.1039/c2ob26828k

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1263315-49-6
(2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; methanol / Inert atmosphere

2: triethylamine; dmap / dichloromethane / Inert atmosphere

With dmap; sodium hydrogencarbonate; triethylamine; In methanol; dichloromethane; water;
DOI:10.1039/c2ob26828k

Reference yield:

: 72-18-4,25609-85-2,7004-03-7,921-10-8
L-valine

: 1263315-49-6
(2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hydrogencarbonate / water / Inert atmosphere

2.1: triethylamine / Inert atmosphere

3.1: ammonium hydroxide / tetrahydrofuran / Inert atmosphere

4.1: trichlorophosphate; pyridine / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

6.1: zinc / tetrahydrofuran / Inert atmosphere

6.2: Inert atmosphere

7.1: sodium cyanoborohydride; hydrogenchloride / dichloromethane; methanol / Inert atmosphere

8.1: hydrogen; palladium(II) hydroxide / methanol

9.1: hydrogenchloride; water / Inert atmosphere; Reflux

10.1: sodium hydrogencarbonate / water; methanol / Inert atmosphere

11.1: triethylamine; dmap / dichloromethane / Inert atmosphere

With pyridine; hydrogenchloride; dmap; ammonium hydroxide; water; hydrogen; palladium(II) hydroxide; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; zinc; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c2ob26828k