(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide

Base Information

• Chemical Name: (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide
• CAS No.: 104947-09-3
• Molecular Formula: C₂₆H₂₈N₄O₅S
• Molecular Weight: 508.598
• Mol file: 104947-09-3.mol

Synonyms:(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide

Chemical Property of (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide

There total 10 articles about (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl 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:

1,2-bis(4-methoxyphenyl)butanone (4390-94-7) → (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide (104947-09-3)

Guidance literature:

Multi-step reaction with 10 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: 60 percent / NaOMe / dioxane / 1 h / 45 °C

8: 60 percent / LiAlH₄ / tetrahydrofuran / 24 h / Ambient temperature

9: methanol / 2 h / Ambient temperature

10: TsOH / 0.17 h / 40 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; ethanethiol; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1021/jm00384a026

Reference yield:

(3-{(2S,3R)-2,3-Bis-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-pentylsulfanyl}-propyl)-(7-nitro-benzo[1,2,5]oxadiazol-4-yl)-amine → (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide (104947-09-3)

Guidance literature:

With toluene-4-sulfonic acid; at 40 ℃; for 0.166667h; Yield given;

DOI:10.1021/jm00384a026

Reference yield:

1,2-bis-(4-hydroxy-phenyl)-butan-1-one (76579-69-6) → (2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentyl sulfide (104947-09-3)

Guidance literature:

Multi-step reaction with 9 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: 60 percent / NaOMe / dioxane / 1 h / 45 °C

7: 60 percent / LiAlH₄ / tetrahydrofuran / 24 h / Ambient temperature

8: methanol / 2 h / Ambient temperature

9: TsOH / 0.17 h / 40 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; dihydrogen peroxide; sodium methylate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1021/jm00384a026

upstream raw materials:

1,2-bis(4-methoxyphenyl)butanone

1,2-bis-(4-hydroxy-phenyl)-butan-1-one

2,3-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-pentene

1,2-bis<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-butanone