2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

Base Information

Chemical Name:2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester
CAS No.:198693-83-3
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

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Chemical Property of 2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

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Technology Process of 2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

There total 1 articles about 2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester 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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 198693-94-6
2-Hydroxy-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

: 198693-83-3
2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/jo971082l

Reference yield: 95.0%

: 141-78-6
ethyl acetate

: 198693-83-3
2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

: 4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxymethyl)-7-methyl-3-oxo-oct-6-enoic acid ethyl ester

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃;
DOI:10.1021/jo971082l

Reference yield:

: 198693-83-3
2-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-5-methyl-hex-4-enoic acid 1,2-dimethyl-propyl ester

: (1R,3S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxymethyl-2,2,3-trimethyl-6-methylene-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / (TMS)2NLi, TMEDA / tetrahydrofuran / -78 - 0 °C

2: 60 percent / t-BuOK / tetrahydrofuran / 0.25 h

3: 65 percent / Ni(acac)2

4: 85 percent / DDQ

5: 87 percent / D(-)-DIPT, Ti(i-PrO)4, TBHP / -40 °C

6: BF₃*Et₂O / CH₂Cl₂ / 0.17 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; bis(acetylacetonate)nickel(II); N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; potassium tert-butylate; D-(-)-diisopropyl tartrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo971082l