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

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Chemical Name:Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-3-hydroxy-8-((1S,2S,3R)-2-hydroxy-3-methoxycarbonyl-1-methyl-butyl)-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester
CAS No.:99285-05-9
Molecular Formula:C₃₆H₅₀O₉
Molecular Weight:626.788
Hs Code.:

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

There total 15 articles about Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-3-hydroxy-8-((1S,2S,3R)-2-hydroxy-3-methoxycarbonyl-1-methyl-butyl)-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: 93.0%

: 99482-72-1
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-8-((1S,2S,3R)-2-hydroxy-3-methoxycarbonyl-1-methyl-butyl)-3-methoxymethoxy-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

: 99285-05-9
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-3-hydroxy-8-((1S,2S,3R)-2-hydroxy-3-methoxycarbonyl-1-methyl-butyl)-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: With hydrogenchloride; In methanol; at 25 ℃; for 8h;
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

: 99285-05-9
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-3-hydroxy-8-((1S,2S,3R)-2-hydroxy-3-methoxycarbonyl-1-methyl-butyl)-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: Multi-step reaction with 13 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

11: 85 percent / pyridinium chlorochromate, molecular sieve 3 Angstroem, sodium acetate / CH₂Cl₂ / 30 h

12: LDA, zirconocene dichloride / tetrahydrofuran / -78 deg C, 40 min, -78 deg C to 25 deg C, 30 min, -50 deg C, 1 h

13: 93 percent / 1 N HCl / methanol / 8 h / 25 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; 3 A molecular sieve; zirconocene dichloride; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium acetate; potassium hexamethylsilazane; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v85-468

Reference yield:

: 100-39-0
benzyl bromide

: 99285-05-9
Benzoic acid (2S,3S,4S,5S,6R,8R,9R,11R)-9-benzyloxy-2-ethyl-3-hydroxy-8-((1S,2S,3R)-2-hydroxy-3-methoxycarbonyl-1-methyl-butyl)-3,5,9,11-tetramethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester

Guidance literature:: Multi-step reaction with 5 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

3: 85 percent / pyridinium chlorochromate, molecular sieve 3 Angstroem, sodium acetate / CH₂Cl₂ / 30 h

4: LDA, zirconocene dichloride / tetrahydrofuran / -78 deg C, 40 min, -78 deg C to 25 deg C, 30 min, -50 deg C, 1 h

5: 93 percent / 1 N HCl / methanol / 8 h / 25 °C

With hydrogenchloride; 3 A molecular sieve; zirconocene dichloride; tetrabutyl ammonium fluoride; sodium acetate; potassium hexamethylsilazane; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1139/v85-468