1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol

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Chemical Name:1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol
CAS No.:1374871-19-8
Molecular Formula:C₃₁H₅₄O₄SiSn
Molecular Weight:637.563
Hs Code.:

Synonyms:1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol

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Chemical Property of 1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol

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Technology Process of 1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol

There total 1 articles about 1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol 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: 78.0%

: 1374871-17-6
1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-3-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-D-lyxo-hex-1-enitol

: 1461-22-9
tributyltin chloride

: 591-51-5
phenyllithium

: 945-51-7
1,1'-sulfinylbisbenzene

: 1374871-19-8
1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol

Guidance literature:: 1,5-anhydro-2-deoxy-4,6-O-[(S)-phenylmethylene]-3-O-(tert-butyldimethylsilyl)-1-[(S(s))-phenylsulfinyl]-D-lyxo-hex-1-enitol; phenyllithium; In tetrahydrofuran; dibutyl ether; at -78 ℃; for 0.0833333h; Inert atmosphere;

tributyltin chloride; In tetrahydrofuran; dibutyl ether; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1055/s-0031-1289721

Reference yield: 89.0%

: 1374871-19-8
1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol

: 1374871-07-4
C₂₅H₄₀O₄Sn

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1055/s-0031-1289721

Reference yield:

: 1374871-19-8
1,5-anhydro-2-deoxy-3-O-tert-butyldimethylsilyl-4,6-O-[(S)-phenylmethylene]-1-C-tributylstannyl-D-lyxo-hex-1-enitol

: 1374871-06-3
(2S,4R,5R)-4-[(R,E)-1-hydroxypentadec-2-enyl]-2-phenyl-1,3-dioxan-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

2.1: tert.-butyl lithium / diethyl ether; pentane / 1.5 h / -78 - 20 °C

2.2: 0.17 h / -78 - 0 °C

2.3: 3 h / -35 - 10 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1055/s-0031-1289721