(3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

Base Information

Chemical Name:(3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester
CAS No.:381247-13-8
Molecular Formula:C₂₀H₃₂O₇
Molecular Weight:384.47
Hs Code.:

Synonyms:(3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

Suppliers and Price of (3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

There total 7 articles about (3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl 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: 84.0%

: 381246-91-9
(3R,4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-3,5-dimethylheptanoic acid methyl ester

: 381247-13-8
(3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

Guidance literature:: (3R,4S,5S)-4-benzyloxymethoxy-7-methoxymethoxy-3,5-dimethylheptanoic acid methyl ester; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

With N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; toluene; at -78 ℃; for 2.5h; Further stages.;
DOI:10.1021/ja011452u

Reference yield:

: 139190-55-9
(3S,4S)-4-[(benzyloxy)methoxy]-5-(tert-butyldiphenylsilanyloxy)-3-methylpentanoic acid methyl ester

: 381247-13-8
(3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 89 percent / DIBAL-H / toluene / 1 h / -78 °C

2.1: 92 percent / diisopropylethylamine / CH₂Cl₂ / 20 °C

3.1: 92 percent / TBAF / tetrahydrofuran / 7 h / 20 °C

4.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -30 °C

5.1: 26.85 g / CH₂Cl₂ / 12 h / 20 °C

6.1: 90 percent / TMSCl / tetrahydrofuran / 3 h / -78 °C

7.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

7.2: 84 percent / trans-2-phenyl-sulfonyl-3-phenyloxaziridine / tetrahydrofuran; toluene / 2.5 h / -78 °C

With chloro-trimethyl-silane; oxalyl dichloride; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 4.1: Swern oxidation;
DOI:10.1021/ja011452u

Reference yield:

: 381247-21-8
(3S,4S)-4-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxy)-3-methyl-pentan-1-ol

: 381247-13-8
(3R,4S,5S)-4-Benzyloxymethoxy-2-hydroxy-7-methoxymethoxy-3,5-dimethyl-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / diisopropylethylamine / CH₂Cl₂ / 20 °C

2.1: 92 percent / TBAF / tetrahydrofuran / 7 h / 20 °C

3.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -30 °C

4.1: 26.85 g / CH₂Cl₂ / 12 h / 20 °C

5.1: 90 percent / TMSCl / tetrahydrofuran / 3 h / -78 °C

6.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

6.2: 84 percent / trans-2-phenyl-sulfonyl-3-phenyloxaziridine / tetrahydrofuran; toluene / 2.5 h / -78 °C

With chloro-trimethyl-silane; oxalyl dichloride; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; 3.1: Swern oxidation;
DOI:10.1021/ja011452u