(3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine

Base Information

Chemical Name:(3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine
CAS No.:174847-51-9
Molecular Formula:C₁₈H₂₈N₂O₃
Molecular Weight:320.432
Hs Code.:

Synonyms:(3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine

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Chemical Property of (3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine

Chemical Property:

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Technology Process of (3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine

There total 7 articles about (3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine 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: 90.0%

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

: 174847-50-8
(3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)amino-4-methoxypyrrolidine

: 174847-51-9
(3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine

Guidance literature:: (3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)amino-4-methoxypyrrolidine; With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Heating;

di-tert-butyl dicarbonate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0957-4166(01)00530-4

Reference yield:

: 429673-78-9
(+/-)-trans-3-azido-1-tert-butoxycarbonyl-4-methoxypyrrolidine

: 174847-51-9
(3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / H₂ / 5 percent Pd-C / ethanol / 10 h / 20 °C

2.1: 35 percent HCl / ethanol / 8 h / 20 °C

3.1: 27 g / Et₃N / acetonitrile; H₂O / 15 h / 0 - 20 °C

4.1: (+)-tartaric acid / methanol; H₂O / 65 °C

4.2: 32 percent / 3 percent K₂CO₃

5.1: 97 percent / methanol / 4 h / 20 °C

6.1: LiAlH₄ / tetrahydrofuran / 5 h / Heating

6.2: 90 percent / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; L-Tartaric acid; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetonitrile;
DOI:10.1016/S0957-4166(01)00530-4

Reference yield:

: 100-44-7
benzyl chloride

: 174847-51-9
(3S,4S)-1-benzyl-3-(N-tert-butoxycarbonyl)methylamino-4-methoxypyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 27 g / Et₃N / acetonitrile; H₂O / 15 h / 0 - 20 °C

2.1: (+)-tartaric acid / methanol; H₂O / 65 °C

2.2: 32 percent / 3 percent K₂CO₃

3.1: 97 percent / methanol / 4 h / 20 °C

4.1: LiAlH₄ / tetrahydrofuran / 5 h / Heating

4.2: 90 percent / CH₂Cl₂ / 2 h / 20 °C

With lithium aluminium tetrahydride; L-Tartaric acid; triethylamine; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1016/S0957-4166(01)00530-4