[[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

Base Information

Chemical Name:[[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane
CAS No.:320576-33-8
Molecular Formula:C₃₆H₄₈O₆Si
Molecular Weight:604.859
Hs Code.:

Synonyms:[[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

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Chemical Property of [[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

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Technology Process of [[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

There total 4 articles about [[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane 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: 41.0%

: 320576-31-6
2,6-anhydro-1,3,4-tri-O-benzyl-5-O-[tert-butyl(dimethyl)silyl]-7,8-dideoxy-D-glycerol-L-gulo-nonitol

: 320576-33-8
[[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

: 320576-32-7
[[(5R,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

Guidance literature:: With 4,4'-diiodobiphenyl; iodine; In cyclohexane; at 20 ℃; for 5h;
DOI:10.1021/jo005593a

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 320576-33-8
[[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2.1: BH₃*THF / tetrahydrofuran / 2 h / 0 °C

2.2: 83 percent / aq. H₂O₂; aq. NaOH / 0.5 h / 20 °C

3.1: 41 percent / DIB; I₂ / cyclohexane / 5 h / 20 °C

With borane-THF; 4,4'-diiodobiphenyl; iodine; triethylamine; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1021/jo005593a

Reference yield:

: 157903-84-9
3-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-propene

: 320576-33-8
[[(5S,7S,8S,9S,10R)-8,9-bis(benzyloxy)-7-[(benzyloxy)methyl]-1,6-dioxaspiro[4,5]dec-10-yl]oxy](tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2.1: BH₃*THF / tetrahydrofuran / 2 h / 0 °C

2.2: 83 percent / aq. H₂O₂; aq. NaOH / 0.5 h / 20 °C

3.1: 41 percent / DIB; I₂ / cyclohexane / 5 h / 20 °C

With borane-THF; 4,4'-diiodobiphenyl; iodine; triethylamine; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1021/jo005593a