(2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

Base Information

Chemical Name:(2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester
CAS No.:364631-61-8
Molecular Formula:C₂₆H₄₂O₇
Molecular Weight:466.615
Hs Code.:

Synonyms:(2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

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Chemical Property of (2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

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Technology Process of (2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

There total 8 articles about (2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate 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: 76.0%

: 364631-60-7
(2E,4R)-(-)-isopropyl-7-benzyloxy-4-hydroxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

: 74-88-4
methyl iodide

: 364631-61-8
(2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 5h;
DOI:10.1021/ol016336a

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 364631-61-8
(2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / tetrahydrofuran / 0 °C

2: 85 percent / Jones reagent / 0 °C

3: (R)-Alpine borane / tetrahydrofuran / -10 - 20 °C

4: 80 percent / imidazole / CH₂Cl₂ / 20 °C

5: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

6: 70 percent / CuBr*DMS / tetrahydrofuran / -78 - 20 °C

7: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

8: 76 percent / NaH / dimethylformamide; various solvent(s) / 5 h / 0 - 20 °C

With 1H-imidazole; n-butyllithium; jones reagent; copper(I) bromide dimethylsulfide complex; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Jones oxidation;
DOI:10.1021/ol016336a

Reference yield:

: 334976-36-2
(3R)-6-(benzyloxy)hex-1-yn-3-ol

: 364631-61-8
(2E,4R)-(-)-isopropyl-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-oate ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / imidazole / CH₂Cl₂ / 20 °C

2: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 70 percent / CuBr*DMS / tetrahydrofuran / -78 - 20 °C

4: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

5: 76 percent / NaH / dimethylformamide; various solvent(s) / 5 h / 0 - 20 °C

With 1H-imidazole; n-butyllithium; copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol016336a