[(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

Base Information

Chemical Name:[(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester
CAS No.:224578-28-3
Molecular Formula:C₃₁H₅₇O₉PSi
Molecular Weight:632.847
Hs Code.:

Synonyms:[(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

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Chemical Property of [(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

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Technology Process of [(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

There total 10 articles about [(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester 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: 88.0%

: 78-38-6
ethylphosphonic acid diethyl ester

: 224578-43-2
(2R,3S,4S,5R)-7-(4-Methoxy-benzyloxy)-5-methoxymethoxy-2,4-dimethyl-3-triethylsilanyloxy-heptanoic acid benzyl ester

: 224578-28-3
[(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

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

: 224578-28-3
[(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 °C

2: 84 percent / i-Pr₂NEt

3: 89 percent / LiBH₄ / diethyl ether; H₂O

4: Swern

5: Bu₂BOTf, Et₃N / CH₂Cl₂ / -40 °C

6: 84 percent / imidazole / CH₂Cl₂

7: 89 percent / tetrahydrofuran

8: 88 percent / n-BuLi / tetrahydrofuran / -78 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 224578-28-3
[(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 70 percent

2: 94 percent / Swem oxidation

3: 96 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 °C

4: 84 percent / i-Pr₂NEt

5: 89 percent / LiBH₄ / diethyl ether; H₂O

6: Swern

7: Bu₂BOTf, Et₃N / CH₂Cl₂ / -40 °C

8: 84 percent / imidazole / CH₂Cl₂

9: 89 percent / tetrahydrofuran

10: 88 percent / n-BuLi / tetrahydrofuran / -78 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4039(99)00209-9