C₂₁H₂₁NO₄

Base Information

• Chemical Name: C₂₁H₂₁NO₄
• CAS No.: 154854-73-6
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Mol file: 154854-73-6.mol

Synonyms:C₂₁H₂₁NO₄

Chemical Property of C₂₁H₂₁NO₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₁H₂₁NO₄

There total 11 articles about C₂₁H₂₁NO₄ 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:

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 (154854-72-5) → C21H21NO4 (154854-73-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In benzene; Yield given; Irradiation;

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 → C21H21NO4 (154854-73-6)

Guidance literature:

Multi-step reaction with 5 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

With hydrogenchloride; potassium cyanide; oxalyl dichloride; [bis(acetoxy)iodo]benzene; iodine; dimethyl sulfoxide; 18-crown-6 complexed with acetonitrile; triethylamine; In tetrahydrofuran; dichloromethane; 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 → C21H21NO4 (154854-73-6)

Guidance literature:

Multi-step reaction with 11 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

With hydrogenchloride; dmap; potassium cyanide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; [bis(acetoxy)iodo]benzene; iodine; dimethyl sulfoxide; 18-crown-6 complexed with acetonitrile; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetonitrile; benzene;

DOI:10.1021/ja00088a055

upstream raw materials:

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

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

(1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

Downstream raw materials:

C₂₁H₂₂O₆

C₂₈H₂₈O₇

C₂₅H₂₄O₈

C₂₀H₂₂O₅

Refernces