(E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal

Base Information

Chemical Name:(E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal
CAS No.:181211-21-2
Molecular Formula:C₃₁H₅₄O₃Si
Molecular Weight:502.853
Hs Code.:

Synonyms:(E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal

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Technology Process of (E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal

There total 10 articles about (E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal 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: 95.0%

: 181210-41-3
(E)-(2S,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-en-1-ol

: 181211-21-2
(E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -50 ℃;
DOI:10.1021/ja9730829

Reference yield:

: 765-09-3
1-bromotridecane

: 181211-21-2
(E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BuLi, 2.) HMPA / 1.) THF, 2.) THF, from -78 deg C to RT

2: 96 percent / 3 N aq. HCl / tetrahydrofuran / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / 0 °C

4: LiAlH₄ / tetrahydrofuran / Heating

5: imidazole / dimethylformamide

6: 83 percent / HCOOH / diethyl ether

7: 95 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -50 °C

With 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; n-butyllithium; formic acid; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja9730829

Reference yield:

: 181434-86-6
(4S,5S)-5-benzyloxy-4-ethynyl-2,2-dimethyl-1,3-dioxane

: 181211-21-2
(E)-(2R,3S)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-octadec-4-enal

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BuLi, 2.) HMPA / 1.) THF, 2.) THF, from -78 deg C to RT

2: 96 percent / 3 N aq. HCl / tetrahydrofuran / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / 0 °C

4: LiAlH₄ / tetrahydrofuran / Heating

5: imidazole / dimethylformamide

6: 83 percent / HCOOH / diethyl ether

7: 95 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -50 °C

With 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; n-butyllithium; formic acid; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja9730829