4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside

Base Information

Chemical Name:4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside
CAS No.:218907-05-2
Molecular Formula:C₂₃H₂₁NO₆S₂
Molecular Weight:471.555
Hs Code.:

Synonyms:4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside

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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 4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside

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Technology Process of 4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside

There total 7 articles about 4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside 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: 36.0%

: 36801-01-1
4-cyanobenzenethiol

: 218906-65-1
2,3-di-O-acetyl-4-O-benzoyl-5-thio-β-L-arabinopyranosyl bromide

: 218906-76-4
4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-β-L-arabinopyranoside

: 218907-05-2
4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside

Guidance literature:: With zinc(II) oxide; In toluene; acetonitrile; for 0.5h; Ambient temperature;
DOI:10.1016/S0008-6215(98)00221-3

Reference yield: 29.0%

: 36801-01-1
4-cyanobenzenethiol

: 1,2,3-tri-O-acetyl-4-O-benzoyl-5-thio-L-arabinopyranose

: 218906-76-4
4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-β-L-arabinopyranoside

: 218907-05-2
4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 2h; Ambient temperature;
DOI:10.1016/S0008-6215(98)00221-3

Reference yield:

: 196093-25-1
Thiobenzoic acid S-{(R)-2-[(4S,5R)-5-(bis-ethylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-ethyl} ester

: 218907-05-2
4-cyanophenyl 2,3-di-O-acetyl-4-O-benzoyl-1,5-dithio-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: water, HgO, BF₃*Et₂O / tetrahydrofuran / 1 h / 20 °C

2: 97 percent / 4M NaOMe / methanol / Ambient temperature

3: 34 percent / AcOH, H₂O / 0.5 h / Heating

4: 87 percent / pyridine

5: 29 percent / TMSOTf / 1,2-dichloro-ethane / 2 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; water; sodium methylate; acetic acid; mercury(II) oxide; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(98)00221-3