{2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

Base Information

Chemical Name:{2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane
CAS No.:859844-87-4
Molecular Formula:C₄₄H₅₄O₆Si
Molecular Weight:706.995
Hs Code.:

Synonyms:{2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

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Chemical Property of {2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

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Technology Process of {2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

There total 13 articles about {2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane 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: 100.0%

: 859845-17-3
(2R,3R,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-ol

: 107-30-2
chloromethyl methyl ether

: 859844-87-4
{2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

Guidance literature:: With 2,6-dimethylpyridine; In acetonitrile; at 20 ℃;
DOI:10.1021/ol051119l

Reference yield:

: 859845-15-1
(2R,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentan-1-ol

: 859844-87-4
{2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / Huenigs' base; SO₃*Py / CH₂Cl₂; dimethylsulfoxide / 20 °C

2.1: dicyclohexylboron chloride; Et₃N / diethyl ether; hexane / 1.5 h / 0 °C

2.2: 27 percent / diethyl ether; hexane / -78 - -45 °C

3.1: 92 percent / PPh₃*HBr / methanol; tetrahydrofuran / 7 h / 0 °C

4.1: 95 percent / SO₃*Py; Et₃N / CH₂Cl₂; dimethylsulfoxide / 20 °C

5.1: 94 percent / L-selectride / tetrahydrofuran / -78 °C

6.1: 93 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / -78 °C

7.1: 100 percent / 2,6-lutidine / acetonitrile / 20 °C

With 2,6-dimethylpyridine; triethylsilane; pyridine-SO₃ complex; trimethylsilyl trifluoromethanesulfonate; dicyclohexylboron chloride; triphenylphosphine hydrobromide; L-Selectride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol051119l

Reference yield:

: 859844-79-4
(2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanal

: 859844-87-4
{2-[(2R,3S,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-4-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-ethoxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: dicyclohexylboron chloride; Et₃N / diethyl ether; hexane / 1.5 h / 0 °C

1.2: 27 percent / diethyl ether; hexane / -78 - -45 °C

2.1: 92 percent / PPh₃*HBr / methanol; tetrahydrofuran / 7 h / 0 °C

3.1: 95 percent / SO₃*Py; Et₃N / CH₂Cl₂; dimethylsulfoxide / 20 °C

4.1: 94 percent / L-selectride / tetrahydrofuran / -78 °C

5.1: 93 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / -78 °C

6.1: 100 percent / 2,6-lutidine / acetonitrile / 20 °C

With 2,6-dimethylpyridine; triethylsilane; pyridine-SO₃ complex; trimethylsilyl trifluoromethanesulfonate; dicyclohexylboron chloride; triphenylphosphine hydrobromide; L-Selectride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol051119l