tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1338778-24-7
Molecular Formula:C₄₀H₆₃NO₉S₂
Molecular Weight:766.074
Hs Code.:

Synonyms:tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

There total 4 articles about tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-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: 88.0%

: 1338778-23-6
tert-butyl (R)-4-[(1R,2S)-1,2-dihydroxyhexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 1338778-24-7
tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With trimethylamine hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2011.07.061

Reference yield:

: pentadecyltriphenylphosphonium bromide

: 1338778-24-7
tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C

1.2: -78 - 20 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tert-butyl alcohol / 9 h / 20 °C

3.1: trimethylamine hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C

With osmium(VIII) oxide; trimethylamine hydrochloride; 4-methylmorpholine N-oxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.bmc.2011.07.061

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 1338778-24-7
tert-butyl (R)-4-[(1R,2S)-1,2-bis(tosyloxy)hexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C

1.2: -78 - 20 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tert-butyl alcohol / 9 h / 20 °C

3.1: trimethylamine hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C

With osmium(VIII) oxide; trimethylamine hydrochloride; 4-methylmorpholine N-oxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.bmc.2011.07.061