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

Base Information

Chemical Name:(4R,5S)-tert-butyl 4-((R)-3-hydroxy-5-methylhex-1-ynyl)-5-((4-methoxybenzyloxy)-methyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1437250-21-9
Molecular Formula:C₃₃H₄₃NO₇
Molecular Weight:565.707
Hs Code.:

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

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

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

There total 9 articles about (4R,5S)-tert-butyl 4-((R)-3-hydroxy-5-methylhex-1-ynyl)-5-((4-methoxybenzyloxy)-methyl)-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: 86.0%

: 1437250-09-3
(4R,5S)-tert-butyl 4-((R)-3-hydroxy-5-methylhex-1-ynyl)-5-((4-methoxybenzyloxy)-methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 65-85-0,8013-63-6
benzoic acid

: 1437250-21-9
(4R,5S)-tert-butyl 4-((R)-3-hydroxy-5-methylhex-1-ynyl)-5-((4-methoxybenzyloxy)-methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol401110x

Reference yield:

: 1437249-97-2
(4R,5S)-3-tert-butyl 5-methyl 4-ethynyl-2,2-dimethyloxazolidine-3,5-dicarboxylate

: 1437250-21-9
(4R,5S)-tert-butyl 4-((R)-3-hydroxy-5-methylhex-1-ynyl)-5-((4-methoxybenzyloxy)-methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

2.1: camphor-10-sulfonic acid / dichloromethane / 20 °C

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

3.2: 3 h / -100 °C

4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol401110x

Reference yield:

: 1437250-00-4
(4R,5S)-tert-butyl 4-ethynyl-5-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1437250-21-9
(4R,5S)-tert-butyl 4-((R)-3-hydroxy-5-methylhex-1-ynyl)-5-((4-methoxybenzyloxy)-methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: camphor-10-sulfonic acid / dichloromethane / 20 °C

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

2.2: 3 h / -100 °C

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With n-butyllithium; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol401110x