(5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Base Information

Chemical Name:(5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
CAS No.:474915-94-1
Molecular Formula:C₃₀H₄₃NO₅Si
Molecular Weight:525.761
Hs Code.:

Synonyms:(5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Suppliers and Price of (5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

There total 12 articles about (5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione 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: 91.0%

: 474915-88-3
(3S,4S)-5-(Z)-benzylidene-3-hydroxy-3-(3-hydroxy-2-methylnona-4,6-dienoyl)-4-triisopropylsiloxypyrrolidin-2-one

: 474915-94-1
(5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Guidance literature:: (3S,4S)-5-(Z)-benzylidene-3-hydroxy-3-(3-hydroxy-2-methylnona-4,6-dienoyl)-4-triisopropylsiloxypyrrolidin-2-one; With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 2.8h; Further stages.;
DOI:10.1021/ja0276826

Reference yield:

: (4R,5S)-5-Ethyl-2,2-dimethyl-4-(3-phenyl-propynoyl)-[1,3]dioxolane-4-carboxylic acid methyl ester

: 474915-94-1
(5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaBH₄; CeCl₃ / ethanol

2.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 13 h / 20 °C

3.1: LiOH / 2-methyl-propan-2-ol / 48 h / 110 °C

4.1: oxalyl chloride; Et₃N; DMF / CH₂Cl₂ / 4 h / 20 °C

5.1: 273 mg / liq. NH₃ / 1 h / 20 °C

6.1: 92 percent / NaH / dimethylformamide / 1 h / 20 °C

7.1: 92 percent / CF₃CO₂H / methanol / 1 h / 20 °C

8.1: 82 percent / Dess-Martin periodinane; H₂O / CH₂Cl₂ / 36 h / 20 °C

9.1: LDA; HMPA / tetrahydrofuran; hexane / 1 h / -78 °C

9.2: 50 percent / tetrahydrofuran; hexane / 1 h / -78 - -53 °C

10.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

10.2: 91 percent / TsOH*H₂O / CH₂Cl₂ / 2.8 h / 20 °C

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; ammonia; water; sodium hydride; Dess-Martin periodane; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja0276826

Reference yield:

: 4313-03-5
(2E,4E)-hepta-2,4-dienal

: 474915-94-1
(5S,8R,9R)-8-benzyl-2-(E,E-hexa-1,3-dienyl)-8-hydroxy-3-methyl-9-triisopropylsiloxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA; HMPA / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 50 percent / tetrahydrofuran; hexane / 1 h / -78 - -53 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 91 percent / TsOH*H₂O / CH₂Cl₂ / 2.8 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja0276826