C₂₅H₂₄O₈

Base Information

• Chemical Name: C₂₅H₂₄O₈
• CAS No.: 154854-78-1
• Molecular Formula: C₂₅H₂₄O₈
• Molecular Weight: 452.461
• Mol file: 154854-78-1.mol

Synonyms:C₂₅H₂₄O₈

Chemical Property of C₂₅H₂₄O₈

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₂₄O₈

There total 14 articles about C₂₅H₂₄O₈ 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:

(1R,3aS,5R,6R,7aR)-1-Hydroxymethyl-7a-isopropenyl-3a-methyl-octahydro-3-oxa-1,6-cyclo-inden-5-ol → C25H24O8 (154854-78-1)

Guidance literature:

Multi-step reaction with 11 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

11: 1.) O₃, MeOH, 2.) p-NO₂-C₆H₄COCl, Et₃N, DMAP / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂

With pyridine; hydrogenchloride; methanol; dmap; potassium cyanide; oxalyl dichloride; [bis(acetoxy)iodo]benzene; iodine; oxygen; 4-nitro-benzoyl chloride; ozone; 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:

(1S,3aS,6R,7aR)-7a-Isopropenyl-3a-methyl-5-oxo-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester → C25H24O8 (154854-78-1)

Guidance literature:

Multi-step reaction with 14 steps

1: NaBH₄ / methanol / -20 °C

2: 47 percent / dicyclohexylcarbodiimide, DMAP / CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran

4: Et₃N / CH₂Cl₂

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

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

7: 0.1 M aq. HCl / tetrahydrofuran

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

9: HCl / dioxane / 40 °C

10: (COCl)2, DMF / benzene

11: pyridine, DMAP / toluene

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

13: 71 percent / Et₃N, DMAP / CH₂Cl₂

14: 1.) O₃, MeOH, 2.) p-NO₂-C₆H₄COCl, Et₃N, DMAP / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂

With pyridine; hydrogenchloride; methanol; dmap; potassium cyanide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; [bis(acetoxy)iodo]benzene; iodine; oxygen; 4-nitro-benzoyl chloride; ozone; 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; dichloromethane; toluene; acetonitrile; benzene;

DOI:10.1021/ja00088a055

Reference yield:

(1S,3aS,5R,6R,7aR)-5-Hydroxy-7a-isopropenyl-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester → C25H24O8 (154854-78-1)

Guidance literature:

Multi-step reaction with 13 steps

1: 47 percent / dicyclohexylcarbodiimide, DMAP / CH₂Cl₂

2: LiAlH₄ / tetrahydrofuran

3: Et₃N / CH₂Cl₂

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

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

6: 0.1 M aq. HCl / tetrahydrofuran

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

8: HCl / dioxane / 40 °C

9: (COCl)2, DMF / benzene

10: pyridine, DMAP / toluene

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

12: 71 percent / Et₃N, DMAP / CH₂Cl₂

13: 1.) O₃, MeOH, 2.) p-NO₂-C₆H₄COCl, Et₃N, DMAP / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂

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

DOI:10.1021/ja00088a055

upstream raw materials:

C₂₈H₂₈O₇

C₂₀H₂₂O₅

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

C₂₁H₂₁NO₄

Downstream raw materials:

paeoniflorin