tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate

Base Information

Chemical Name:tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate
CAS No.:359849-13-1
Molecular Formula:C₁₇H₂₆O₄Se
Molecular Weight:373.351
Hs Code.:

Synonyms:tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate

Chemical Property:

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Technology Process of tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate

There total 3 articles about tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate 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: 50.0%

: 359849-10-8
tert-butyl 2R-2-phenylseleno-[(4R,5R)-5-methyl-2-oxo[1,3]dioxan-4-yl]propionate

: 359849-13-1
tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;
DOI:10.1021/jo010310f

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 359849-13-1
tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N; DMAP / tetrahydrofuran / 2 h / 20 °C

2: 50 percent / NaHCO₃; AgOTf / acetonitrile / 20 °C

3: 50 percent / LiOH / tetrahydrofuran; H₂O / 2 h / 0 °C

With dmap; lithium hydroxide; silver trifluoromethanesulfonate; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jo010310f

Reference yield:

: 359849-09-5
tert-butyl (4S)-5-tert-butoxycarbonyloxy-2,4-dimethylpent-2-enoate

: 359849-13-1
tert-butyl (2R,3R,4R)-3,5-dihydroxy-2-phenylseleno-2,4-dimethylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / NaHCO₃; AgOTf / acetonitrile / 20 °C

2: 50 percent / LiOH / tetrahydrofuran; H₂O / 2 h / 0 °C

With lithium hydroxide; silver trifluoromethanesulfonate; sodium hydrogencarbonate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jo010310f