O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

Base Information

Chemical Name:O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite
CAS No.:503157-96-8
Molecular Formula:C₃₀H₅₁N₂O₆PS
Molecular Weight:598.784
Hs Code.:

Synonyms:O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

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Chemical Property of O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

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Technology Process of O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

There total 3 articles about O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite 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: 78.0%

: 143817-58-7
N-(tert-butoxycarbonyl)-2,2-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine

: t-BuSATE phosphorodiamidite

: 503157-96-8
O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

Guidance literature:: With 1H-tetrazole; 3 A molecular sieve; diisopropylamine; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1021/jm021016y

Reference yield:

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: 503157-96-8
O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / NaBH₄; LiCl / tetrahydrofuran / 72 h / Heating

2: 78 percent / p-toluenesulfonic acid / acetone / 4 h / Heating

3: 78 percent / 3 Angstroem molecular sieves; 1H-tetrazole; NH(iPr)2 / acetonitrile / 2 h / 20 °C

With 1H-tetrazole; sodium tetrahydroborate; 3 A molecular sieve; toluene-4-sulfonic acid; diisopropylamine; lithium chloride; In tetrahydrofuran; acetone; acetonitrile;
DOI:10.1021/jm021016y

Reference yield:

: 83345-46-4,282100-80-5
N-(tert-butyloxycarbonyl)-L-tyrosinol

: 503157-96-8
O-[N-Boc-2,2'-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / p-toluenesulfonic acid / acetone / 4 h / Heating

2: 78 percent / 3 Angstroem molecular sieves; 1H-tetrazole; NH(iPr)2 / acetonitrile / 2 h / 20 °C

With 1H-tetrazole; 3 A molecular sieve; toluene-4-sulfonic acid; diisopropylamine; In acetone; acetonitrile;
DOI:10.1021/jm021016y