rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran

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Chemical Name:rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran
CAS No.:143191-39-3
Molecular Formula:C₂₂H₂₈O₄Se
Molecular Weight:435.422
Hs Code.:

Synonyms:rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran

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Chemical Property of rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran

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Technology Process of rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran

There total 6 articles about rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran 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: 74.0%

: 5707-04-0
Phenylselenyl chloride

: 143191-38-2
rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

: 143191-39-3
rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran

Guidance literature:: In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/jo00047a020

Reference yield:

: 1145-93-3
diethyl 4-methoxybenzylphosphonate

: 143191-39-3
rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 1) a) n-BuLi, 2) NaH / 1) DME, a) -78 deg C, 1 h, b) to room temperature, 30 min, 2) benzene, reflux, 30 min

2: 74 percent / CH₂Cl₂ / 0.5 h / -78 °C

With n-butyllithium; sodium hydride; In dichloromethane;
DOI:10.1021/jo00047a020

Reference yield:

: 83569-29-3
cis,cis-2-methyl-3-hydroxy-4-(iodomethyl)-γ-butyrolactone

: 143191-39-3
rel-(2R,3R,4S,5R,6S)-tetrahydro-3-(methoxymethoxy)-6-(p-methoxyphenyl)-2,4-dimethyl-5-(phenylselenenyl)-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / n-Bu₃SnH, AIBN / a) benzene, reflux, 6 h, b) benzene, CCl₄, 12 h

2: 94 percent / diisopropylethylamine / CH₂Cl₂ / 72 h / Ambient temperature

3: 81 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C

4: 1) a) n-BuLi, 2) NaH / 1) DME, a) -78 deg C, 1 h, b) to room temperature, 30 min, 2) benzene, reflux, 30 min

5: 74 percent / CH₂Cl₂ / 0.5 h / -78 °C

With n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1021/jo00047a020