(4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

Base Information

Chemical Name:(4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester
CAS No.:511256-95-4
Molecular Formula:C₃₄H₅₈O₈Si₂
Molecular Weight:651.001
Hs Code.:

(4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

Synonyms:(4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

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Chemical Property of (4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

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Technology Process of (4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

There total 6 articles about (4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl 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: 93.0%

: 342893-41-8
4-(4-methoxy-benzyloxy)butyric acid

: 511256-94-3
(4aR,6S,7R,8S,8aR)-2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-ol

: 511256-95-4
(4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 14h;
DOI:10.1021/ol034100w

Reference yield:

: 511256-93-2
(4aR,6S,7R,8S,8aR)-2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalene-7,8-diol

: 511256-95-4
(4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / iPr₂NEt

2: 90 percent / DCC; DMAP

With dmap; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide;
DOI:10.1002/chem.200500993

Reference yield:

: 191593-14-3
4,6-O-di(tert-butyl)silanediyl-D-glucal

: 511256-95-4
(4aR,6S,7R,8S,8aR)-4-(4-methoxybenzyloxy)butyric acid 2,2-di(tert-butyl)-6-methyl-6-(2-methylallyl)-8-(trimethylsilanyloxy)-4,4a,6,7,8,8a-hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / 0 °C

2.2: 95 percent / tetrahydrofuran; pentane / -70 - 20 °C

3.1: dimethyl dioxirane / CH₂Cl₂ / 0.5 h / -65 °C

3.2: 90 percent / CH₂Cl₂ / 0.25 h / -65 °C

4.1: 95 percent / NaH / hexamethylphosphoric acid triamide / 0.5 h / 0 °C

5.1: 86 percent / i-Pr₂NEt / CH₂Cl₂ / 3 h / -65 - 20 °C

6.1: 93 percent / DCC; DMAP / CH₂Cl₂ / 14 h / 20 °C

With 1H-imidazole; dmap; tert.-butyl lithium; 3,3-dimethyldioxirane; sodium hydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ol034100w