2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Base Information

Chemical Name:2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside
CAS No.:129354-09-2
Molecular Formula:C₄₅H₅₅Cl₃O₇Si₂
Molecular Weight:870.458
Hs Code.:

Synonyms:2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

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Chemical Property of 2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

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Technology Process of 2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

There total 6 articles about 2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside 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: 82.0%

: 108-24-7
acetic anhydride

: 129354-08-1
(2R,3R,4S,5S,6S)-5-Allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(2,2,2-trichloro-ethoxy)-tetrahydro-pyran-3-ol

: 129354-09-2
2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 16h;
DOI:10.1016/0008-6215(90)84222-G

Reference yield:

: 128376-94-3
2,2,2-trichloroethyl 4,6-O-isopropylidene-α-D-mannopyranoside

: 129354-09-2
2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / imidazole / dimethylformamide / 48 h

2: 45 percent / KH, Bu₄NI / dimethylformamide / 16 h / 20 °C

3: 96 percent / 70percent aq. AcOH / 1 h / 70 °C

4: imidazole / dimethylformamide / 24 h / 20 °C

5: 82 percent / pyridine / 16 h / 20 °C

With pyridine; 1H-imidazole; tetra-(n-butyl)ammonium iodide; potassium hydride; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84222-G

Reference yield:

: 129354-05-8
2,2,2-trichloroethyl 3-O-tert-butyldiphenylsilyl-4,6-O-isopropylidene-α-D-mannopyranoside

: 129354-09-2
2,2,2-trichloroethyl 4-O-acetyl-2-O-allyl-3,6-di-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / KH, Bu₄NI / dimethylformamide / 16 h / 20 °C

2: 96 percent / 70percent aq. AcOH / 1 h / 70 °C

3: imidazole / dimethylformamide / 24 h / 20 °C

4: 82 percent / pyridine / 16 h / 20 °C

With pyridine; 1H-imidazole; tetra-(n-butyl)ammonium iodide; potassium hydride; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84222-G