2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester
CAS No.:795306-69-3
Molecular Formula:C₂₇H₃₈O₅
Molecular Weight:442.596
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester

There total 12 articles about 2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl 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: 24.0%

: 795306-65-9
2,2-Dimethyl-propionic acid (2R,4R,5R)-7-benzyloxy-4-hydroxy-2-methyl-5-triisopropylsilanyloxy-heptyl ester

: 100-39-0
benzyl bromide

: 795306-69-3
2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester

Guidance literature:: 2,2-Dimethyl-propionic acid (2R,4R,5R)-7-benzyloxy-4-hydroxy-2-methyl-5-triisopropylsilanyloxy-heptyl ester; benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; at -50 - 20 ℃; for 2.5h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;
DOI:10.1039/b410092a

Reference yield:

: (R)-5-(3-Benzyloxy-1-hydroxy-propyl)-3-methyl-dihydro-furan-2-one

: 795306-69-3
2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / imidazole; DMAP / dimethylformamide / 18 h / 20 °C

2.1: 99 percent / LiBH₄; MeOH / tetrahydrofuran / 4 h / 0 °C

3.1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 2.75 h / -78 - 20 °C

4.1: NaH / dimethylformamide / 2.5 h / -50 - 20 °C

4.2: 24 percent / TBAF / tetrahydrofuran / 1 h

With 1H-imidazole; methanol; dmap; lithium borohydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b410092a

Reference yield:

: 795306-62-6
(3R,5R)-5-((R)-3-Benzyloxy-1-triisopropylsilanyloxy-propyl)-3-methyl-dihydro-furan-2-one

: 795306-69-3
2,2-Dimethyl-propionic acid (2R,4R,5R)-4,7-bis-benzyloxy-5-hydroxy-2-methyl-heptyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / LiBH₄; MeOH / tetrahydrofuran / 4 h / 0 °C

2.1: 82 percent / DMAP; Et₃N / CH₂Cl₂ / 2.75 h / -78 - 20 °C

3.1: NaH / dimethylformamide / 2.5 h / -50 - 20 °C

3.2: 24 percent / TBAF / tetrahydrofuran / 1 h

With methanol; dmap; lithium borohydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b410092a