(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal

Base Information

Chemical Name:(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal
CAS No.:1402167-83-2
Molecular Formula:C₄₇H₇₃NO₁₀Si
Molecular Weight:840.183
Hs Code.:

(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal

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Chemical Property of (2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal

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Technology Process of (2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal

There total 23 articles about (2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal 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:

: 1402167-82-1
(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-1-ol

: 1402167-83-2
(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1002/chem.201201600

Reference yield:

: 1118756-81-2
C₂₄H₄₀O₅

: 1402167-83-2
(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal

Guidance literature:: Multi-step reaction with 10 steps

1: potassium hydride / tetrahydrofuran; mineral oil / 16 h / 0 - 20 °C

2: osmium(VIII) oxide; 4-methylmorpholine N-oxide / dichloromethane; water / 16 h / 20 °C

3: sodium periodate / water; acetone / 1 h / 20 °C

4: samarium diiodide / tetrahydrofuran / 1 h / -78 °C

5: Martins sulfurane / dichloromethane / 1 h / 0 °C

6: L-Selectride / tetrahydrofuran / 0.5 h / -78 °C

7: 1H-imidazole / N,N-dimethyl-formamide / 16 h

8: copper(II) nitrate / acetic anhydride / 2.25 h / 0 °C

9: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 12 h / 20 °C

10: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

With pyridine; 1H-imidazole; sodium periodate; osmium(VIII) oxide; samarium diiodide; Martins sulfurane; potassium hydride; L-Selectride; sodium hydrogencarbonate; Dess-Martin periodane; copper(II) nitrate; pyridine hydrogenfluoride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetic anhydride; N,N-dimethyl-formamide; acetone; mineral oil; 4: Reformatsky-type reaction;
DOI:10.1002/chem.201201600

Reference yield:

: 1402167-29-6
(S,2E,4Z)-methyl 7-(tert-butyldimethylsilyloxy)-6-hydroxy-2-methylhepta-2,4-dienoate

: 1402167-83-2
(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-15-(2',5'-diisopropoxy-6'-methoxy-3'-nitrophenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienal

Guidance literature:: Multi-step reaction with 14 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / -20 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; cyclohexane / 3 h / -78 - -20 °C

3.1: 1H-imidazole / dichloromethane / 0.25 h / -20 °C

4.1: camphor-10-sulfonic acid / methanol; dichloromethane / 2 h / 0 °C

5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 3 h / 85 °C

6.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -78 °C

6.2: 2 h / -78 °C

7.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 20 °C

8.1: samarium diiodide / tetrahydrofuran / 1.5 h / -78 °C

9.1: Martins sulfurane / dichloromethane / 1 h / 0 °C

10.1: L-Selectride / tetrahydrofuran / 0.5 h / -78 °C

11.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h

12.1: copper(II) nitrate / acetic anhydride / 2.25 h / 0 °C

13.1: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 12 h / 20 °C

14.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

With pyridine; 1H-imidazole; samarium diiodide; Martins sulfurane; camphor-10-sulfonic acid; isopropylmagnesium chloride; L-Selectride; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; copper(II) nitrate; pyridine hydrogenfluoride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; acetic anhydride; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1002/chem.201201600