(2R,3S)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide

Base Information

Chemical Name:(2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide
CAS No.:104947-00-4
Molecular Formula:C₃₃H₅₃NO₂SSi₂
Molecular Weight:584.026
Hs Code.:

Synonyms:(2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide

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Chemical Property of (2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide

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Technology Process of (2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide

There total 7 articles about (2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide 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: 90.0%

: 104946-98-7
(2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-pentanethiol

: 5332-06-9
4-bromobutanenitrile

: 104947-00-4
(2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide

Guidance literature:: With potassium hydride; In tetrahydrofuran; at -78 - 20 ℃; for 1.25h;
DOI:10.1021/jm00384a026

Reference yield:

: 4390-94-7
1,2-bis(4-methoxyphenyl)butanone

: 104947-00-4
(2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / NaH, EtSH / dimethylformamide / 19 h / 120 °C

2: 89 percent / imidazole / dimethylformamide / 1 h

3: diethyl ether; hexane / 20 h / Ambient temperature

4: 1.) BH₃*THF, 2.) H₂O, NaOH, H₂O₂ / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h

5: 76 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C

6: 58 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

7: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; potassium hydride; sodium hydride; triphenylphosphine; ethanethiol; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm00384a026

Reference yield:

: 76579-69-6
1,2-bis-(4-hydroxy-phenyl)-butan-1-one

: 104947-00-4
(2R*,3S*)-2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>pentyl 3-cyanopropyl sulfide

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / imidazole / dimethylformamide / 1 h

2: diethyl ether; hexane / 20 h / Ambient temperature

3: 1.) BH₃*THF, 2.) H₂O, NaOH, H₂O₂ / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h

4: 76 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C

5: 58 percent / LiAlH₄ / diethyl ether / 0.08 h / 0 °C

6: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; potassium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm00384a026