methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate

Base Information

Chemical Name:methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate
CAS No.:950684-10-3
Molecular Formula:C₄₆H₅₀F₂O₇Si
Molecular Weight:780.981
Hs Code.:

Synonyms:methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate

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Chemical Property of methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate

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Technology Process of methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate

There total 4 articles about methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate 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: 59.0%

: 936111-62-5
methyl 3,7-anhydro-4,5,6-tri-O-benzyl-2,2-difluoro-glycero-D-talo-octosonate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 950684-10-3
methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate

: methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-L-glycero-D-talo-octosonate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; for 2.5h;
DOI:10.1021/ol070169i DOI:10.1016/j.carres.2007.06.012

Reference yield:

: 936111-59-0
ethyl (3S,4R,5S,6R)-3-acetoxy-4,5,6-tris(benzyloxy)-2,2-difluorooct-7-enoate

: 950684-10-3
methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / sodium methylate / methanol / 1 h / 20 °C

2.1: 74 percent Turnov_. / m-CPBA; NaH₂PO₄ / CH₂Cl₂; H₂O / 26 h / 20 °C

3.1: sodium methylate / methanol / 23 h / 20 °C

3.2: 52 percent / methanol / toluene / 0.5 h / 0 °C

4.1: 59 percent / imidazole / dimethylformamide / 2.5 h / 50 °C

With 1H-imidazole; sodium dihydrogenphosphate; sodium methylate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol070169i

Reference yield:

: 936111-60-3
methyl (3S,4R,5S,6R)-4,5,6-tris(benzyloxy)-2,2-difluoro-3-hydroxyoct-7-enoate

: 950684-10-3
methyl 3,7-anhydro-4,5,6-tri-O-benzyl-8-O-t-butyldiphenylsilyl-2,2-difluoro-D-glycero-D-talo-octosonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 74 percent Turnov_. / m-CPBA; NaH₂PO₄ / CH₂Cl₂; H₂O / 26 h / 20 °C

2.1: sodium methylate / methanol / 23 h / 20 °C

2.2: 52 percent / methanol / toluene / 0.5 h / 0 °C

3.1: 59 percent / imidazole / dimethylformamide / 2.5 h / 50 °C

With 1H-imidazole; sodium dihydrogenphosphate; sodium methylate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol070169i