(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid

Base Information

Chemical Name:(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid
CAS No.:522665-69-6
Molecular Formula:C₂₁H₃₆O₅Si
Molecular Weight:396.599
Hs Code.:

Synonyms:(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid

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Chemical Property of (2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid

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Technology Process of (2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid

There total 5 articles about (2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid 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: 91.0%

: 212703-47-4
2,4-dideoxy-3-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-[(4-methoxyphenyl)-methyl]-2,4-dimethyl-L-arabinose

: 522665-69-6
(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2,3-Dimethyl-2-butene; In water; tert-butyl alcohol; at 20 ℃; for 1h;
DOI:10.1021/ol034186t

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 522665-69-6
(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / 2,6-lutidine / tetrahydrofuran / 1.5 h / 0 °C

2.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 18 h / 20 °C

2.2: 71 percent / NaIO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

3.1: 91 percent / NaClO₂; NaH₂PO₄; 2,3-dimethyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; 2,3-Dimethyl-2-butene; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; tert-butyl alcohol;
DOI:10.1021/ol034186t

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 522665-69-6
(2R,3S,4S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 58 percent / molecular sieves 4 Angstroem / toluene / 18 h / -78 °C

2.1: 95 percent / 2,6-lutidine / tetrahydrofuran / 1.5 h / 0 °C

3.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 18 h / 20 °C

3.2: 71 percent / NaIO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

4.1: 91 percent / NaClO₂; NaH₂PO₄; 2,3-dimethyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; 2,3-Dimethyl-2-butene; 4 A molecular sieve; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1021/ol034186t