Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

Base Information

Chemical Name:Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester
CAS No.:760181-76-8
Molecular Formula:C₃₆H₅₅ClO₆Si
Molecular Weight:647.368
Hs Code.:

Synonyms:Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

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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 Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

There total 7 articles about Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl 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:

: 541-88-8
Chloroacetic anhydride

: 760181-75-7
(S)-2,4-Bis-benzyloxy-butyric acid (1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyl ester

: 760181-76-8
Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

Guidance literature:: (S)-2,4-Bis-benzyloxy-butyric acid (1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyl ester; With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.5h;

Chloroacetic anhydride; With dmap; In hexane; dichloromethane; at -78 - 20 ℃; Further stages.;
DOI:10.1016/j.tet.2004.05.045

Reference yield:

: 109199-96-4
(2S)-2,4-dibenzyloxybutanal

: 760181-76-8
Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: KOH; AgNO₃ / methanol; H₂O / 0.33 h / 0 °C

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

2.2: 77 percent / DMAP / tetrahydrofuran; toluene / 3 h / 20 °C

3.1: 91 percent / NaHCO₃; DDQ / CH₂Cl₂ / 5 h / 0 °C

4.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 4.5 h / 20 °C

5.1: DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

5.2: DMAP / CH₂Cl₂; hexane / -78 - 20 °C

With 2,6-dimethylpyridine; potassium hydroxide; 2,4,6-trichlorobenzoyl chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; silver nitrate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1016/j.tet.2004.05.045

Reference yield:

: 760181-72-4
(R)-2-(4-methoxybenzyloxy)pent-4-en-1-ol

: 760181-76-8
Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: 1.3 g / ZnBr₂ / diethyl ether / 2 h / 0 °C

3.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

3.2: 77 percent / DMAP / tetrahydrofuran; toluene / 3 h / 20 °C

4.1: 91 percent / NaHCO₃; DDQ / CH₂Cl₂ / 5 h / 0 °C

5.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 4.5 h / 20 °C

6.1: DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

6.2: DMAP / CH₂Cl₂; hexane / -78 - 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc dibromide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: Swern oxidation / 2.1: Grignard reaction;
DOI:10.1016/j.tet.2004.05.045