(3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine

Base Information

Chemical Name:(3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine
CAS No.:1309358-17-5
Molecular Formula:C₂₈H₄₀N₂O₅Si
Molecular Weight:512.721
Hs Code.:

Synonyms:(3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine

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Chemical Property of (3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine

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Technology Process of (3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine

There total 11 articles about (3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine 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:

: C₂₈H₄₀N₂O₅Si

: 1309358-17-5
(3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine

Guidance literature:: C₂₈H₄₀N₂O₅Si; With copper(l) chloride; In methanol; at 20 ℃; Molecular sieve;

With hydrogen sulfide; acetic acid; In methanol; for 1h;
DOI:10.1021/ol200942g

Reference yield:

: C₂₁H₂₉NO₁₀

: 1309358-17-5
(3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium tetrahydroborate / ethanol / 0 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 18.16 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 20 °C

4.1: palladium 10% on activated carbon; hydrogen; acetic acid / ethyl acetate / 24 h / 20 °C / 760.05 Torr

5.1: 1H-imidazole / N,N-dimethyl-formamide / 3.16 h / 0 - 20 °C / Inert atmosphere

6.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

7.1: ammonium hydroxide; water / 1,4-dioxane / 1 h / 20 °C

8.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

8.2: 1 h / -78 - 20 °C / Molecular sieve

8.3: 1 h / 20 °C

9.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

10.1: copper(l) chloride / methanol / 20 °C / Molecular sieve

10.2: 1 h

With 1H-imidazole; ammonium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium 10% on activated carbon; tetrabutylammomium bromide; water; hydrogen; acetic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; copper(l) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol200942g

Reference yield:

: benzyl(2'S,3'S)-2,3-O-[2',3'-dimethoxybutane-2',3'-diyl]-4-C-nitromethyl-α-L-xylopyranoside

: 1309358-17-5
(3R,4R,5R,2'S,3'S)-3,4-(2',3'-dimethoxybutylene-2',3'-dioxy)-5-(tert-butyldiphenylsilyloxymethyl)-2-iminopiperidine

Guidance literature:: Multi-step reaction with 11 steps

1.1: toluene-4-sulfonic acid / 7 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 0 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 18.16 h / 0 - 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 20 °C

5.1: palladium 10% on activated carbon; hydrogen; acetic acid / ethyl acetate / 24 h / 20 °C / 760.05 Torr

6.1: 1H-imidazole / N,N-dimethyl-formamide / 3.16 h / 0 - 20 °C / Inert atmosphere

7.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

8.1: ammonium hydroxide; water / 1,4-dioxane / 1 h / 20 °C

9.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

9.2: 1 h / -78 - 20 °C / Molecular sieve

9.3: 1 h / 20 °C

10.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

11.1: copper(l) chloride / methanol / 20 °C / Molecular sieve

11.2: 1 h

With 1H-imidazole; ammonium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium 10% on activated carbon; tetrabutylammomium bromide; water; hydrogen; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; copper(l) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol200942g