Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

Base Information

Chemical Name:Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester
CAS No.:410077-53-1
Molecular Formula:C₃₄H₅₆O₈Si
Molecular Weight:620.899
Hs Code.:

Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

Synonyms:Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

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Chemical Property of Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

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Technology Process of Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

There total 21 articles about Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-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: 98.0%

: 410077-72-4
Acetic acid (2S,4S,6R,8S,10S)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-2-[2-(naphthalen-2-ylmethoxy)-ethyl]-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

: 410077-53-1
Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: With 2-methylcyclohexa-1,3-diene; calcium carbonate; palladium dihydroxide; In ethanol; at 70 ℃; for 5.5h;
DOI:10.1021/ol017273z

Reference yield:

: 410077-65-5
(R)-1-(Naphthalen-2-ylmethoxy)-hex-5-en-3-ol

: 410077-53-1
Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

1.2: tetrahydrofuran / 0.25 h / 20 °C

2.1: 92.8 g / IBr / toluene; CH₂Cl₂ / 1.5 h / -78 °C

3.1: 83 percent / K₂CO₃ / methanol / 2 h

4.1: 90 percent / imidazole / tetrahydrofuran / 1 h

5.1: t-BuLi / diethyl ether; pentane / 0.83 h / -78 - -45 °C

5.2: diethyl ether; pentane / 4 h / -45 - -20 °C

5.3: 58 percent / HMPA; n-BuLi / hexane; diethyl ether; tetrahydrofuran / 15 h / -20 °C

6.1: Hg(ClO₄)2*4H₂O / acetonitrile; H₂O; CH₂Cl₂ / 0.17 h / 0 °C

6.2: 83 percent / HClO₄ / acetonitrile; H₂O; CH₂Cl₂ / 0.08 h

7.1: 90 percent / pyridine; 4-DMAP / CH₂Cl₂ / 13 h

8.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

9.1: 98 percent / 2-methylcyclohexadiene; calcium carbonate / Pd(OH)2/C / ethanol / 5.5 h / 70 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; mercury(II) perchlorate; 2-methylcyclohexa-1,3-diene; tert.-butyl lithium; sodium hexamethyldisilazane; iodine(I) bromide; potassium carbonate; calcium carbonate; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; pentane;
DOI:10.1021/ol017273z

Reference yield:

: 410077-66-6
carbonic acid tert-butyl ester 1-[2-(naphthalen-2-ylmethoxy)-ethyl]-but-3-enyl ester

: 410077-53-1
Acetic acid (2S,4S,6R,8S,10S)-2-(2-hydroxy-ethyl)-8-[(R)-4-(4-methoxy-benzyloxy)-3-methyl-2-methylene-butyl]-10-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 92.8 g / IBr / toluene; CH₂Cl₂ / 1.5 h / -78 °C

2.1: 83 percent / K₂CO₃ / methanol / 2 h

3.1: 90 percent / imidazole / tetrahydrofuran / 1 h

4.1: t-BuLi / diethyl ether; pentane / 0.83 h / -78 - -45 °C

4.2: diethyl ether; pentane / 4 h / -45 - -20 °C

4.3: 58 percent / HMPA; n-BuLi / hexane; diethyl ether; tetrahydrofuran / 15 h / -20 °C

5.1: Hg(ClO₄)2*4H₂O / acetonitrile; H₂O; CH₂Cl₂ / 0.17 h / 0 °C

5.2: 83 percent / HClO₄ / acetonitrile; H₂O; CH₂Cl₂ / 0.08 h

6.1: 90 percent / pyridine; 4-DMAP / CH₂Cl₂ / 13 h

7.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

8.1: 98 percent / 2-methylcyclohexadiene; calcium carbonate / Pd(OH)2/C / ethanol / 5.5 h / 70 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; mercury(II) perchlorate; 2-methylcyclohexa-1,3-diene; tert.-butyl lithium; iodine(I) bromide; potassium carbonate; calcium carbonate; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; pentane;
DOI:10.1021/ol017273z