7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester

Base Information

Chemical Name:7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester
CAS No.:850416-20-5
Molecular Formula:C₂₆H₄₆O₆Si
Molecular Weight:482.733
Hs Code.:

7-benzyloxy-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid <i>tert</i>-butyl ester

Synonyms:7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester

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Chemical Property of 7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester

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Technology Process of 7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester

There total 5 articles about 7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 850416-12-5
(3S,5S)-7-Benzyloxy-3-hydroxy-5-methoxymethoxy-heptanoic acid tert-butyl ester

: 850416-20-5
7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -30 ℃; for 0.5h;
DOI:10.1055/s-2005-862351

Reference yield:

: 64714-79-0
5-benzyloxy-3-oxo-pentanoic acid ethyl ester

: 850416-20-5
7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / H₂ / {Ru[(S)-SYNPHOS]Br₂} / ethanol / 14 h / 80 °C / 8250.66 Torr

2.1: 86 percent / P₂O₅ / CHCl₃ / 0.25 h / 0 °C

3.1: LDA / tetrahydrofuran / -40 °C

3.2: 84 percent / tetrahydrofuran / 4.5 h / -40 °C

4.1: 93 percent / H₂ / Ikariya-Mashima's catalyst / methanol / 8 h / 20 °C / 60004.8 Torr

5.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -30 °C

With 2,6-dimethylpyridine; hydrogen; phosphorus pentoxide; lithium diisopropyl amide; RuBr₂[(S)-(C₆H₂OCH₂CH₂OP(C₆H₅)2)2]; Ikariya-Mashima's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform;
DOI:10.1055/s-2005-862351

Reference yield:

: 95112-81-5,113335-04-9
(S)-ethyl 5-benzyloxy-3-hydroxypentanoate

: 850416-20-5
7-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-heptanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / P₂O₅ / CHCl₃ / 0.25 h / 0 °C

2.1: LDA / tetrahydrofuran / -40 °C

2.2: 84 percent / tetrahydrofuran / 4.5 h / -40 °C

3.1: 93 percent / H₂ / Ikariya-Mashima's catalyst / methanol / 8 h / 20 °C / 60004.8 Torr

4.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -30 °C

With 2,6-dimethylpyridine; hydrogen; phosphorus pentoxide; lithium diisopropyl amide; Ikariya-Mashima's catalyst; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1055/s-2005-862351