1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol

Base Information

Chemical Name:1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol
CAS No.:908836-21-5
Molecular Formula:C₄₅H₅₁N₃O₆Si
Molecular Weight:758.002
Hs Code.:

Synonyms:1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol

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Chemical Property of 1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol

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Technology Process of 1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol

There total 5 articles about 1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol 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: 71.0%

: 908836-20-4
1-O-acetyl-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-D-glucitol

: 908836-21-5
1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol

Guidance literature:: With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine; In tetrahydrofuran; at 20 ℃;
DOI:10.1080/07328300600731990

Reference yield:

: 187103-77-1
2,3,4-tri-O-benzyl-D-glucitol

: 908836-21-5
1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol

Guidance literature:: Multi-step reaction with 5 steps

1: 3.48 g / camphor-10-sulfonic acid / acetonitrile / 1 h

2: 96 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 20 °C

3: 96 percent / CSA / acetonitrile / 0.33 h / 60 °C

4: 95 percent / imidazole / CH₂Cl₂ / 20 °C

5: 71 percent / PPh₃; DIAD; diphenyl phosphoryl azide / tetrahydrofuran / 20 °C

With pyridine; 1H-imidazole; dmap; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; camphor-10-sulfonic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile; 5: Mitsunobu reaction;
DOI:10.1080/07328300600731990

Reference yield:

: 908836-17-9
(2S,3R,4R)-2,3,4-tris(benzyloxy)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)butan-1-ol

: 908836-21-5
1-O-acetyl-5-azido-2,3,4-tri-O-benzyl-6-O-t-butyldiphenylsilyl-5-deoxy-D-iditol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / pyridine; DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 96 percent / CSA / acetonitrile / 0.33 h / 60 °C

3: 95 percent / imidazole / CH₂Cl₂ / 20 °C

4: 71 percent / PPh₃; DIAD; diphenyl phosphoryl azide / tetrahydrofuran / 20 °C

With pyridine; 1H-imidazole; dmap; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; camphor-10-sulfonic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile; 4: Mitsunobu reaction;
DOI:10.1080/07328300600731990