methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside
CAS No.:222185-57-1
Molecular Formula:C₄₆H₅₄O₇Si
Molecular Weight:747.016
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

There total 2 articles about methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside 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: 95.3%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 222185-54-8
methyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

: 222185-57-1
methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/S0040-4020(98)01218-6

Reference yield:

: uronic acid

: 222185-57-1
methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / BH₃*THF / tetrahydrofuran / 1 h / Ambient temperature

2: 95.3 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)01218-6

Reference yield:

: 222185-57-1
methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside

: 1-O-acetyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-D-glycero-β-D-gluco-octopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, room temperature, 2.) DMF, room temperature

2: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

3: 97 percent / DMAP / pyridine / -10 °C

4: 94 percent / NaN₃ / dimethylformamide / 60 °C

5: conc. H₂SO₄ / ethyl acetate

With dmap; sodium azide; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)01218-6