1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

Base Information

Chemical Name:1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol
CAS No.:209911-73-9
Molecular Formula:C₆₁H₇₀O₈Si
Molecular Weight:959.307
Hs Code.:

Synonyms:1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

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Chemical Property of 1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

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Technology Process of 1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

There total 8 articles about 1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol 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: 96.0%

: 100-39-0
benzyl bromide

: 209911-72-8
1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

: 209911-73-9
1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

Guidance literature:: With sodium hydride; 0 deg C to RT, reflux, 24 h;
DOI:10.1016/S0040-4039(98)00792-8

Reference yield:

: 209911-52-4
allyl 3-O-benzyl-D-glucopyranoside

: 209911-73-9
1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / DMAP / pyridine / 8 h / 110 °C

2: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 15 min; reflux, 24 h

3: 1.) Ph₃P)3RhCl, DABCO, 2.) HgCl₂, HgO / 1.) PhH, EtOH, H₂O, room temperature, 1 h; reflux, 36 h, 2.) me2CO, H₂O, room temperature, 12 h

4: 93 percent / LiAlH₄ / tetrahydrofuran / 4 h

5: 99 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h

6: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) room temperature, 1 h; reflux, 24 h

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; Wilkinson's catalyst; lithium aluminium tetrahydride; sodium hydride; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo990086i

Reference yield:

: 209911-56-8
2-propenyl 3-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucopyranoside

: 209911-73-9
1-O-<(1,1-dimethylethyl)dimethylsilyl>-2,4-bis-O-<(4-methoxyphenyl)methyl>-3,5-bis-O-(phenylmethyl)-6-O-(triphenylmethyl)-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 15 min; reflux, 24 h

2: 1.) Ph₃P)3RhCl, DABCO, 2.) HgCl₂, HgO / 1.) PhH, EtOH, H₂O, room temperature, 1 h; reflux, 36 h, 2.) me2CO, H₂O, room temperature, 12 h

3: 93 percent / LiAlH₄ / tetrahydrofuran / 4 h

4: 99 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h

5: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) room temperature, 1 h; reflux, 24 h

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; Wilkinson's catalyst; lithium aluminium tetrahydride; sodium hydride; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo990086i