(4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1437250-26-4
Molecular Formula:C₃₃H₄₉NO₇
Molecular Weight:571.755
Hs Code.:

Synonyms:(4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 8 articles about (4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-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: 82.0%

: 1417351-86-0
6-methoxyhex-2-ynyl-4-methylbenzenesulfonate

: C₂₆H₃₉NO₆

: 1437250-26-4
(4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: C₂₆H₃₉NO₆; With sodium hydride; In acetonitrile; mineral oil; at 0 ℃; for 0.5h;

6-methoxyhex-2-ynyl-4-methylbenzenesulfonate; In acetonitrile; mineral oil; at 20 ℃; for 16h;
DOI:10.1021/ol401110x

Reference yield: 82.0%

: 1417351-86-0
6-methoxyhex-2-ynyl-4-methylbenzenesulfonate

: 1437250-06-0
(4R,5S)-tert-butyl 4-((S)-3-hydroxy-5-methylhex-1-ynyl)-5-((4-methoxybenzyloxy)-methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1437250-26-4
(4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With sodium hydride; In acetonitrile; mineral oil; at 0 - 20 ℃; for 16h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201604445

Reference yield:

: 1437250-03-7
(4S,5R)-tert-butyl 4-ethynyl-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1437250-26-4
(4R,5S)-tert-butyl 5-((4-methoxybenzyloxy)methyl)-4-((S)-3-(6-methoxyhex-2-ynyloxy)-5-methylhex-1-ynyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -100 °C / Inert atmosphere

1.2: 3 h / -100 °C

2.1: sodium hydride / mineral oil; acetonitrile / 16 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; acetonitrile; mineral oil;
DOI:10.1002/chem.201604445