4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside

Base Information

Chemical Name:4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside
CAS No.:196093-39-7
Molecular Formula:C₁₆H₁₆N₄O₄S₂
Molecular Weight:392.459
Hs Code.:

Synonyms:4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside

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Chemical Property of 4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside

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Technology Process of 4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside

There total 4 articles about 4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside 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:

: (2S,3R,4S,5S)-5-Azido-2-methoxy-tetrahydro-thiopyran-3,4-diol

: 196093-39-7
4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 0.33 h / Ambient temperature

2: 77 percent / H₂SO₄ / 2.5 h / 0 - 20 °C

3: Me₃SiOTf / CH₂Cl₂ / 1 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; In pyridine; dichloromethane;
DOI:10.1016/S0008-6215(97)00128-6

Reference yield:

: (3aR,7S,7aS)-7-Azido-2,2-dimethyl-tetrahydro-thiopyrano[3,4-d][1,3]dioxol-4-ol

: 196093-39-7
4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: HCl / 1 h / Heating

2: pyridine / 0.33 h / Ambient temperature

3: 77 percent / H₂SO₄ / 2.5 h / 0 - 20 °C

4: Me₃SiOTf / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; In pyridine; dichloromethane;
DOI:10.1016/S0008-6215(97)00128-6

Reference yield:

: 196093-37-5
methyl 2,3-di-O-acetyl-4-azido-4-deoxy-5-thio-α-D-xylopyranoside

: 196093-39-7
4-cyanophenyl 2,3-di-O-acetyl-4-azido-4-deoxy-1,5-dithio-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / H₂SO₄ / 2.5 h / 0 - 20 °C

2: Me₃SiOTf / CH₂Cl₂ / 1 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; In dichloromethane;
DOI:10.1016/S0008-6215(97)00128-6