(2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

Base Information

Chemical Name:(2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol
CAS No.:445422-98-0
Molecular Formula:C₂₄H₃₆O₆
Molecular Weight:420.546
Hs Code.:

Synonyms:(2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

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Chemical Property of (2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

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Technology Process of (2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

There total 16 articles about (2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol 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: 43.0%

: 445423-09-6
(2R,4S,6R,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

: 445422-98-0
(2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

Guidance literature:: With hydrogenchloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/S0040-4039(02)00527-0

Reference yield:

: 445422-99-1
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-12-ethyl-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

: 445422-98-0
(2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

: 445423-09-6
(2R,4S,6R,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 0 ℃; for 0.666667h;
DOI:10.1016/S0040-4039(02)00527-0

Reference yield:

: 862475-43-2
(4R,6S,8R)-8-benzyloxy-2-ethyl-6-methoxy-non-1-en-4-ol

: 445422-98-0
(2R,4S,6S,8R,10S)-8-(2-ethylallyl)-10-methoxy-2-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: 99 percent / lithium 4,4'-di(tert-butyl)biphenylide / tetrahydrofuran / 1.5 h / -78 °C

3.1: 97 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.67 h / 20 °C

4.1: Et₃N / diethyl ether / 1 h / 0 °C

5.1: diethyl ether / 17.5 h / -78 - -20 °C

5.2: 110.8 mg / aq. H₂O₂; methanol / diethyl ether / 1 h / 20 °C

6.1: aq. HF / acetonitrile / 0.67 h / 0 °C

6.2: 23.8 mg / HCl / CH₂Cl₂; diethyl ether / 0.5 h / 20 °C

With pyridine; 1H-imidazole; 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; hydrogen fluoride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 3.1: Dess-Martin oxidation;
DOI:10.1039/b504148a