C₂₈H₂₈O₇

Base Information

• Chemical Name: C₂₈H₂₈O₇
• CAS No.: 154854-77-0
• Molecular Formula: C₂₈H₂₈O₇
• Molecular Weight: 476.526
• Mol file: 154854-77-0.mol

Synonyms:C₂₈H₂₈O₇

Chemical Property of C₂₈H₂₈O₇

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₈H₂₈O₇

There total 17 articles about C₂₈H₂₈O₇ 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: 71.0%

benzyl chloroformate (501-53-1,94274-21-2) + C20H22O5 (154854-76-9) → C28H28O7 (154854-77-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1021/ja00088a055

Reference yield:

(1R,3aS,5R,6R,7aR)-1-Hydroxymethyl-7a-isopropenyl-3a-methyl-octahydro-3-oxa-1,6-cyclo-inden-5-ol → C28H28O7 (154854-77-0)

Guidance literature:

Multi-step reaction with 10 steps

1: Et₃N / CH₂Cl₂

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2.) CH₂Cl₂

3: KCN, 18-crown-6*MeCN / acetonitrile

4: 0.1 M aq. HCl / tetrahydrofuran

5: PhI(OAc)2, I₂ / benzene / Irradiation

6: HCl / dioxane / 40 °C

7: (COCl)2, DMF / benzene

8: pyridine, DMAP / toluene

9: 1.) O₂, 2.) (MeO)3P / 1.) toluene, 80 deg C, 2.) toluene

10: 71 percent / Et₃N, DMAP / CH₂Cl₂

With pyridine; hydrogenchloride; dmap; potassium cyanide; oxalyl dichloride; [bis(acetoxy)iodo]benzene; iodine; oxygen; dimethyl sulfoxide; 18-crown-6 complexed with acetonitrile; triethylamine; N,N-dimethyl-formamide; phosphorous acid trimethyl ester; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; acetonitrile; benzene;

DOI:10.1021/ja00088a055

Reference yield:

5-Hydroxy-7-methyl-7-(2-methyl-1-methylene-allyl)-2,5,6,7-tetrahydro-oxepine-3-carboxylic acid → C28H28O7 (154854-77-0)

Guidance literature:

Multi-step reaction with 16 steps

1: diethyl ether

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2.) CH₂Cl₂

3: 100 percent / hexane / Irradiation

4: NaBH₄ / methanol / -20 °C

5: 47 percent / dicyclohexylcarbodiimide, DMAP / CH₂Cl₂

6: LiAlH₄ / tetrahydrofuran

7: Et₃N / CH₂Cl₂

8: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2.) CH₂Cl₂

9: KCN, 18-crown-6*MeCN / acetonitrile

10: 0.1 M aq. HCl / tetrahydrofuran

11: PhI(OAc)2, I₂ / benzene / Irradiation

12: HCl / dioxane / 40 °C

13: (COCl)2, DMF / benzene

14: pyridine, DMAP / toluene

15: 1.) O₂, 2.) (MeO)3P / 1.) toluene, 80 deg C, 2.) toluene

16: 71 percent / Et₃N, DMAP / CH₂Cl₂

With pyridine; hydrogenchloride; dmap; potassium cyanide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; [bis(acetoxy)iodo]benzene; iodine; oxygen; dimethyl sulfoxide; 18-crown-6 complexed with acetonitrile; triethylamine; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; phosphorous acid trimethyl ester; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; toluene; acetonitrile; benzene;

DOI:10.1021/ja00088a055

upstream raw materials:

benzyl chloroformate

C₂₀H₂₂O₅

7-Methyl-7-(2-methyl-1-methylene-allyl)-5-oxo-2,5,6,7-tetrahydro-oxepine-3-carboxylic acid methyl ester

Benzoic acid (1S,3aS,5R,6R,7aR)-5-cyano-5-hydroxy-7a-isopropenyl-3a-methyl-hexahydro-3-oxa-1,6-cyclo-inden-1-ylmethyl ester

Downstream raw materials:

paeoniflorin

C₂₅H₂₄O₈