(2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

Base Information

Chemical Name:(2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one
CAS No.:529494-85-7
Molecular Formula:C₂₂H₃₆O₅Si
Molecular Weight:408.61
Hs Code.:

Synonyms:(2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

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Chemical Property of (2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

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Technology Process of (2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

There total 20 articles about (2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one 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: 80.0%

: 102191-92-4
tert-butyldimethylsiloxyacetaldehyde

: 193416-33-0
Triethyl-[(E)-5-(4-methoxy-benzyloxy)-1-methylene-pent-2-enyloxy]-silane

: 529494-85-7
(2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

Guidance literature:: tert-butyldimethylsiloxyacetaldehyde; Triethyl-[(E)-5-(4-methoxy-benzyloxy)-1-methylene-pent-2-enyloxy]-silane; With (1S,2R)-1-([3-(1-adamantyl)-2-OH-5-Me-Ph]CH=N)indan-2-olCrCl; 4 A molecular sieve; at 20 ℃; for 20h;

In chloroform; at 20 ℃; for 4h;
DOI:10.1002/anie.200390112

Reference yield:

: 193416-54-5
(E)-6-(4-methoxybenzyloxy)-1,3-hexen-2-one

: 529494-85-7
(2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / Et₃N / diethyl ether / 1.5 h / 0 °C

2.1: 4 Angstroem molecular sieves / (1S,2R)-1-amino-2-indanol-derived tridentate Cr catalyst / 12 h / 20 °C

2.2: 80 percent / conc. HCl / CHCl₃ / 4 h

With 4 A molecular sieve; triethylamine; (1S,2R)-1-amino-2-indanol-derived tridentate Cr catalyst; In diethyl ether; 2.1: hetero-Diels-Alder reaction;
DOI:10.1016/S0040-4020(03)00814-7

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 529494-85-7
(2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; LiCl / acetonitrile

2.1: Et₃N / diethyl ether

3.1: (1S,2R)-1-([3-(1-adamantyl)-2-OH-5-Me-Ph]CH=N)indan-2-olCrCl / 4 Angstroem molecular sieves / 20 h / 20 °C

3.2: 80 percent / CHCl₃ / 4 h / 20 °C

With (1S,2R)-1-([3-(1-adamantyl)-2-OH-5-Me-Ph]CH=N)indan-2-olCrCl; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; 4 A molecular sieve; In diethyl ether; acetonitrile; 3.1: Diels-Alder reaction;
DOI:10.1002/anie.200390112