Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Base Information

Chemical Name:Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester
CAS No.:99285-03-7
Molecular Formula:C₃₄H₄₈O₈
Molecular Weight:584.75
Hs Code.:

Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Synonyms:Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

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Chemical Property of Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

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Technology Process of Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

There total 12 articles about Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-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: 95.0%

: 99285-02-6
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-8-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-ethyl-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

: 99285-03-7
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 65 - 70 ℃; for 2h;
DOI:10.1139/v85-468

Reference yield:

: 99300-05-7,107437-45-6,107437-46-7
(3S,5R,6S,8S,9R,10S,11S)-8-Ethyl-9,10-dihydroxy-5,9,11-trimethyl-3-phenylselanyl-1,7-dioxa-spiro[5.5]undecane-3-carboxylic acid methyl ester

: 99285-03-7
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1: H₂O₂ / pyridine; CH₂Cl₂ / 25 deg C, 30 min, 45 deg C, 30 min

2: 90 percent / LAH / tetrahydrofuran / 2 h / 0 - 25 °C

3: 99 percent / triethylamine, DMAP / 1 h / 25 °C

4: 90 percent / diisopropylethylamine / CH₂Cl₂ / 4 h / 50 °C

6: 90 percent / LAH / tetrahydrofuran / 0 deg C, 5 min, 25 deg C, 1 h

7: 95 percent / imidazole / dimethylformamide / 1 h / 25 °C

8: 78 percent / pyridine / 24 h / 70 °C

9: 92 percent / ((CH₃)3Si)2NK / tetrahydrofuran / 0.33 h / 0 - 25 °C

10: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 65 - 70 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hexamethylsilazane; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v85-468

Reference yield:

: 100-39-0
benzyl bromide

: 99285-03-7
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((S)-2-hydroxy-1-methyl-ethyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / ((CH₃)3Si)2NK / tetrahydrofuran / 0.33 h / 0 - 25 °C

2: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 65 - 70 °C

With tetrabutyl ammonium fluoride; potassium hexamethylsilazane; In tetrahydrofuran;
DOI:10.1139/v85-468