(2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal

Base Information

Chemical Name:(2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal
CAS No.:381214-08-0
Molecular Formula:C₂₉H₅₀O₄Si₂
Molecular Weight:518.885
Hs Code.:

Synonyms:(2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal

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Chemical Property of (2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal

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Technology Process of (2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal

There total 7 articles about (2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal 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:

: 381214-13-7
C₄₅H₆₂O₈Si₂

: 381214-08-0
(2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal

Guidance literature:: C₄₅H₆₂O₈Si₂; With sodium tetrahydroborate; In methanol; at 20 ℃;

With ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃;

With sodium periodate; In methanol; water; at 20 ℃;
DOI:10.1002/1521-3773(20011001)40:19<3663::AID-ANIE3663>3.0.CO;2-U

Reference yield:

: 994-30-9
triethylsilyl chloride

: 381214-08-0
(2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

2.1: PPTS / methanol / 20 °C

3.1: TPAP; NMO; 4 Angstroem MS / CH₂Cl₂ / 20 °C

4.1: (cyclohexyl)2BCl; Et₃N / diethyl ether

5.1: 87 percent / BF₃*OEt₂ / CH₂Cl₂ / 20 °C

6.1: NaBH₄ / methanol / 20 °C

6.2: EtMgBr / tetrahydrofuran / 0 °C

6.3: NaIO₄ / methanol; H₂O / 20 °C

With sodium tetrahydroborate; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; boron trifluoride diethyl etherate; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1002/1521-3773(20011001)40:19<3663::AID-ANIE3663>3.0.CO;2-U

Reference yield:

: 214260-96-5
(4R,2''RS)-4-methyl-6-(2-tetrahydropyranyloxy)1-hexyne

: 381214-08-0
(2S,3S,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

2.1: PPTS / methanol / 20 °C

3.1: TPAP; NMO; 4 Angstroem MS / CH₂Cl₂ / 20 °C

4.1: (cyclohexyl)2BCl; Et₃N / diethyl ether

5.1: 87 percent / BF₃*OEt₂ / CH₂Cl₂ / 20 °C

6.1: NaBH₄ / methanol / 20 °C

6.2: EtMgBr / tetrahydrofuran / 0 °C

6.3: NaIO₄ / methanol; H₂O / 20 °C

With sodium tetrahydroborate; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; boron trifluoride diethyl etherate; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1002/1521-3773(20011001)40:19<3663::AID-ANIE3663>3.0.CO;2-U