(2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol
CAS No.:859844-83-0
Molecular Formula:C₄₃H₅₂O₆Si
Molecular Weight:692.968
Hs Code.:

Synonyms:(2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

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Chemical Property of (2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

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Technology Process of (2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

There total 11 articles about (2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol 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%

: 859845-18-4
(2R,5S,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-one

: 859844-83-0
(2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/ol051119l

Reference yield: 82.0%

: 859844-81-8
(3S,4S,7S,8R,9R)-3,4-Bis-benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-7-hydroxy-8-methyl-9-triethylsilanyloxy-undec-1-yn-5-one

: 859844-83-0
(2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Guidance literature:: With triphenylphosphine hydrobromide; In tetrahydrofuran; methanol; at 0 ℃; for 7h;
DOI:10.1021/ol051119l

Reference yield:

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

: 859844-83-0
(2R,4S,5R,6R)-2-((1S,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 5 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

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