di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

Base Information

Chemical Name:di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate
CAS No.:644981-49-7
Molecular Formula:C₄₇H₆₆O₁₂Si₂
Molecular Weight:879.205
Hs Code.:

di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

Synonyms:di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

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Chemical Property of di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

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Technology Process of di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

There total 17 articles about di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate 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: 94.0%

: 925453-59-4
di-tert-butyl (1S,3R,4S,5R,6R,7S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-7-hydroxy-7-(1-hydroxyethyl)-1-[2-(methoxymethoxy)ethyl]-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

: 644981-49-7
di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

Guidance literature:: With lead(IV) acetate; In benzene; for 0.5h;
DOI:10.1002/anie.200352629

Reference yield:

: 644981-46-4
di-tert-butyl (1S,3R,4S,5R)-7-acetyl-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2(methoxymethoxy)ethyl]-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]oct-6-ene-4,5-dicarboxylate

: 644981-49-7
di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / OsO₄; 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O; acetone / 3 h / 20 °C

2: 95 percent / Ag₂O / dimethylformamide / 24 h

3: 100 percent / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C

4: 94 percent / [Pb(OAC)4] / benzene / 0.5 h

With osmium(VIII) oxide; lead(IV) tetraacetate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; silver(l) oxide; In water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; benzene;
DOI:10.1002/chem.200601212

Reference yield:

: 644981-48-6
di-tert-butyl (1S,3R,4S,5R,6R,7R)-7-acetyl-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-7-hydroxy-1-[2-(methoxymethoxy)ethyl]-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

: 644981-49-7
di-tert-butyl (1S,3R,4S,5R,6S)-6-benzyloxy-3-[(tert-butyldiphenylsilyl)oxymethyl]-1-[2-(methoxymethoxy)ethyl]-7-oxo-4-(trimethylsilyl)oxy-2,8-dioxabicyclo[3.2.1]octane-4,5-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C

2: 94 percent / [Pb(OAC)4] / benzene / 0.5 h

With lead(IV) tetraacetate; diisobutylaluminium hydride; In toluene; benzene;
DOI:10.1002/chem.200601212