(S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate

Base Information

Chemical Name:(S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate
CAS No.:869732-21-8
Molecular Formula:C₁₇H₃₄O₄Si
Molecular Weight:330.54
Hs Code.:

Synonyms:(S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate

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Chemical Property of (S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate

Chemical Property:

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Technology Process of (S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate

There total 1 articles about (S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate 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:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 869732-21-8
(S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / 1H-imidazole / dimethylformamide / 0 - 20 °C

2: DIBAL-H / toluene / 2 h / -78 °C

3: 19.8 g / benzene / 2 h / Heating

4: 95 percent / 4 Angstroem molecular sieves; Proton-Sponge / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; 4 A molecular sieve; Proton-Sponge; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja055384d

Reference yield:

: 869732-21-8
(S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate

: 869732-34-3
(4E,10E)-(8S,9S,12S,13R,14S,16R)-20-Benzyloxy-9-hydroxy-8,14,19-trimethoxy-13-methoxymethoxy-4,10,12,16-tetramethyl-2-aza-bicyclo[16.3.1]docosa-1⁽²²⁾,4,10,18,20-pentaen-3-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / HCl / methanol / 1 h / 20 °C

2.1: 99 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 4 h / 20 °C

3.1: Cp₂ZrHCl / toluene / 6 h / 50 °C

3.2: ZnMe₂ / toluene / -65 - 0 °C

3.3: 55 percent / toluene / 1 h / 0 °C

4.1: 87 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

5.1: aq. LiOH / tetrahydrofuran; methanol / 48 h

6.1: ethyl chloroformate; Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

6.2: 10.0 mg / NH₃ (gas) / CH₂Cl₂ / -20 °C

7.1: 83 percent / K₂CO₃; CuI; N,N'-dimethyl-1,2-ethanediamine / toluene / 36 h / 100 °C

8.1: 89 percent / HF*Pyr; pyridine / tetrahydrofuran / 36 h / 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; copper(l) iodide; Schwartz's reagent; oxalyl dichloride; chloroformic acid ethyl ester; potassium carbonate; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; N,N`-dimethylethylenediamine; In tetrahydrofuran; methanol; dichloromethane; toluene; 2.1: Swern oxidation;
DOI:10.1021/ja055384d

Reference yield:

: 869732-21-8
(S,E)-ethyl 7-(tert-butyldimethylsilyloxy)-6-methoxy-2-methylhept-2-enoate

: 869732-18-3
(2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-hydroxy-11-(methoxymethoxy)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,8-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / HCl / methanol / 1 h / 20 °C

2.1: 99 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 4 h / 20 °C

3.1: Cp₂ZrHCl / toluene / 6 h / 50 °C

3.2: ZnMe₂ / toluene / -65 - 0 °C

3.3: 55 percent / toluene / 1 h / 0 °C

With hydrogenchloride; Schwartz's reagent; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; toluene; 2.1: Swern oxidation;
DOI:10.1021/ja055384d