tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

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Chemical Name:tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate
CAS No.:1339950-32-1
Molecular Formula:C₂₉H₄₁NO₅Si
Molecular Weight:511.734
Hs Code.:

Synonyms:tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

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Chemical Property of tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

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Technology Process of tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

There total 5 articles about tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-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: 83.0%

: 1339950-30-9
tert-butyl N-allyl-N-[(5S,6S)-10,10-dimethyl-9,9-diphenyl-5-vinyl-2,4,8-trioxa-9-silaundecan-6-yl]carbamate

: 1339950-32-1
tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; for 4h; Inert atmosphere;
DOI:10.1055/s-0030-1260120

Reference yield:

: 1042338-78-2
(1S,4S)-4-(1-methoxymethoxyallyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 1339950-32-1
tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / methanol / 4 h / 20 °C

2.1: dmap; triethylamine / dichloromethane / 12 h / Cooling with ice; Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / Cooling with ice; Inert atmosphere

3.2: 20 °C / Inert atmosphere; Cooling with ice

4.1: Grubbs catalyst first generation / dichloromethane / 4 h / Inert atmosphere

With Grubbs catalyst first generation; dmap; sodium hydride; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-0030-1260120

Reference yield:

: 1042338-92-0
(1S,2S)-(1-hydroxymethyl-2-methoxymethoxy-but-3-enyl)-carbamic acid tert-butyl ester

: 1339950-32-1
tert-butyl (5S,6S)-6-[(tert-butyldiphenylsilyloxy)methyl]-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; triethylamine / dichloromethane / 12 h / Cooling with ice; Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / Cooling with ice; Inert atmosphere

2.2: 20 °C / Inert atmosphere; Cooling with ice

3.1: Grubbs catalyst first generation / dichloromethane / 4 h / Inert atmosphere

With Grubbs catalyst first generation; dmap; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-0030-1260120