1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate
CAS No.:1585241-88-8
Molecular Formula:C₃₀H₄₀N₂O₈
Molecular Weight:556.656
Hs Code.:

Synonyms:1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

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Chemical Property of 1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

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Technology Process of 1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

There total 19 articles about 1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate 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: 99.0%

: 1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-dicarboxylate

: 1585241-88-8
1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 1h;
DOI:10.1248/cpb.c16-00009

Reference yield: 99.0%

: 1585241-76-4
1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

: 1585241-88-8
1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol500529w

Reference yield:

: 1585241-83-3
methyl 3-(dimethoxymethyl)-6-methoxypicolinate

: 1585241-88-8
1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: water; potassium hydroxide / tetrahydrofuran / 3 h / 40 °C

2.1: ammonium chloride / dichloromethane / 15 h / 20 °C

3.1: water; hydrogenchloride / 1.5 h

4.1: triethylamine / 20 h / 20 °C

5.1: triethylamine; methanesulfonyl chloride / dichloromethane / 3 h / 0 °C

6.1: Ni(OAc)2-(H₂O)4-(S,S)-N,N'-dibenzylcyclohexane-1,2-diamine complex / isopropyl alcohol / 0 °C

7.1: hydrogen / methanol / 1.5 h / 75 °C / 36201.3 Torr

7.2: 0.5 h / 0 °C

8.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 20 °C

With hydrogenchloride; Ni(OAc)2-(H₂O)4-(S,S)-N,N'-dibenzylcyclohexane-1,2-diamine complex; water; hydrogen; ammonium chloride; methanesulfonyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; 4.1: |Henry Nitro Aldol Condensation;
DOI:10.1021/ol500529w