{(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

Base Information

Chemical Name:{(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane
CAS No.:529488-09-3
Molecular Formula:C₃₄H₄₀O₃Si
Molecular Weight:524.775
Hs Code.:

Synonyms:{(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

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Chemical Property of {(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

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Technology Process of {(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

There total 3 articles about {(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane 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: 84.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 762-72-1
allyl-trimethyl-silane

: 529488-06-0
{(4S,6R)-2-methoxy-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

: 529488-09-3
{(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

Guidance literature:: allyl-trimethyl-silane; {(4S,6R)-2-methoxy-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -25 ℃; for 0.666667h;

tert-butylchlorodiphenylsilane; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h; Further stages.;
DOI:10.1039/b209637b

Reference yield:

: 530112-01-7
methyl 3-O-[tert-butyl-(diphenyl)silyl]-2,4-dideoxy-D-threo-hexopyranoside

: 529488-09-3
{(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / pyridine / CH₂Cl₂ / 0.25 h / -12 °C

2.1: Mg; I₂ / tetrahydrofuran / 1 h / 20 °C

2.2: 59 percent / CuBr / tetrahydrofuran / 14 h / 0 °C

3.1: trimethylsilyl triflate / acetonitrile / 0.67 h / -25 °C

3.2: 84 percent / imidazole / dimethylformamide / 15 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; iodine; magnesium; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/b209637b

Reference yield:

: 529488-04-8
Trifluoro-methanesulfonic acid (2S,4S)-4-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

: 529488-09-3
{(2S,4S,6R)-2-allyl-6-[(2-methyl-1-benzofuran-4-yl)methyl]-tetrahydro-2H-pyran-4-yloxy}(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: Mg; I₂ / tetrahydrofuran / 1 h / 20 °C

1.2: 59 percent / CuBr / tetrahydrofuran / 14 h / 0 °C

2.1: trimethylsilyl triflate / acetonitrile / 0.67 h / -25 °C

2.2: 84 percent / imidazole / dimethylformamide / 15 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; iodine; magnesium; In tetrahydrofuran; acetonitrile;
DOI:10.1039/b209637b