(2E,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-ol

Base Information

Chemical Name:(2E,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-ol
CAS No.:364631-48-1
Molecular Formula:C₂₃H₃₈O₆
Molecular Weight:410.551
Hs Code.:

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

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

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

There total 9 articles about (2E,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-ol 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: 91.0%

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

: 364631-48-1
(2E,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; Petroleum ether; at -78 ℃; for 2h;
DOI:10.1021/ol016336a

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 364631-48-1
(2E,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-ol

Guidance literature:: Multi-step reaction with 9 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

9: 91 percent / diisobutylaluminium hydride / CH₂Cl₂; petroleum ether / 2 h / -78 °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; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; Petroleum ether; 2: Jones oxidation;
DOI:10.1021/ol016336a

Reference yield:

: 334976-31-7
6-(benzyloxy)-hex-1-yn-3-ol

: 364631-48-1
(2E,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2-en-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / Jones reagent / 0 °C

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

3: 80 percent / imidazole / CH₂Cl₂ / 20 °C

4: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

5: 70 percent / CuBr*DMS / tetrahydrofuran / -78 - 20 °C

6: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

7: 76 percent / NaH / dimethylformamide; various solvent(s) / 5 h / 0 - 20 °C

8: 91 percent / diisobutylaluminium hydride / CH₂Cl₂; petroleum ether / 2 h / -78 °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; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; Petroleum ether; 1: Jones oxidation;
DOI:10.1021/ol016336a