(3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

Base Information

Chemical Name:(3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate
CAS No.:1360572-01-5
Molecular Formula:C₂₄H₃₆O₅
Molecular Weight:404.547
Hs Code.:

Synonyms:(3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

Suppliers and Price of (3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

There total 18 articles about (3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate 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: 90.0%

: 1360572-06-0
(3R,4R,5R,6R)-tert-butyl 3-hydroxy-5-((4-methoxybenzyl)oxy)-4,6-dimethylnon-7-ynoate

: 420-37-1
trimethoxonium tetrafluoroborate

: 1360572-01-5
(3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

Guidance literature:: With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201106762

Reference yield:

: C₂₀H₂₈O₅

: tert-butyl trichloroacetimidate

: 1360572-01-5
(3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

Guidance literature:: C₂₀H₂₈O₅; tert-butyl trichloroacetimidate; In dichloromethane; for 0.0833333h; Inert atmosphere;

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1055/s-0033-1339500

Reference yield:

: (2R,3R,4R,5R)-7-(tert-butyldiphenylsiloxy)-5-methoxy-3-(4-methoxybenzyloxy)-2,4-dimethylheptan-1-ol

: 1360572-01-5
(3R,4R,5R,6R)-tert-butyl 3-methoxy-5-[(4-methoxybenzyl)oxy]-4,6-dimethylnon-7-ynoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2.1: triphenylphosphine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

4.1: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

6.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

7.1: sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol; water / 1 h / 20 °C / Inert atmosphere

8.1: dichloromethane / 0.08 h / Inert atmosphere

8.2: 24 h / 20 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1055/s-0033-1339500