(S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman

Base Information

• Chemical Name: (S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman
• CAS No.: 1392489-48-3
• Molecular Formula: C₂₁H₂₄O₃
• Molecular Weight: 324.42
• Mol file: 1392489-48-3.mol

Synonyms:(S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman

Chemical Property of (S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman

There total 11 articles about (S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman 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: 88.0%

C17H18O3 (1392489-47-2) + cyclopropylcarbinyl bromide (7051-34-5) → (S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman (1392489-48-3)

Guidance literature:

C₁₇H₁₈O₃; cyclopropylcarbinyl bromide; In ISOPROPYLAMIDE; at 20 ℃; for 0.166667h;

With sodium t-butanolate; In ISOPROPYLAMIDE; at -5 ℃; for 16h;

Reference yield:

4-methoxy-phenol (150-76-5) → (S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman (1392489-48-3)

Guidance literature:

Multi-step reaction with 14 steps

1.1: potassium carbonate / acetonitrile / 20 °C / Reflux

2.1: 16 h / 200 °C / Inert atmosphere

3.1: potassium carbonate / acetone / 6 h / Reflux

4.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C

4.2: 6 h / Reflux

5.1: pyridinium chlorochromate / dichloromethane / 5 h / 0 - 20 °C / Molecular sieve

6.1: dichloromethane / 18 h / 20 °C

7.1: diisobutylaluminium hydride / toluene / 4 h / 0 - 20 °C / Inert atmosphere

8.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane; decane / 18 h / -25 °C / Molecular sieve

9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C

9.2: 3 h / 0 °C

9.3: 0.67 h / 0 - 20 °C

10.1: toluene-4-sulfonic acid / 0.5 h / 20 °C

11.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

12.1: toluene-4-sulfonic acid; water / methanol / 12 h / Reflux

13.1: sodium periodate; water / methanol / 2 h / 0 °C

13.2: 1 h / 0 - 20 °C

14.1: ISOPROPYLAMIDE / 0.17 h / 20 °C

14.2: 16 h / -5 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 9-borabicyclo[3.3.1]nonane; pyridinium chlorochromate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; decane; dichloromethane; ISOPROPYLAMIDE; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 2.1: Claisen Rearrangement / 6.1: Wittig Reaction / 8.1: Sharpless Epoxidation;

Reference yield:

2-allyl-4-methoxyphenol (584-82-7) → (S)-(6-benzyloxy)-2-((cyclopropylmethoxy)methyl)chroman (1392489-48-3)

Guidance literature:

Multi-step reaction with 12 steps

1.1: potassium carbonate / acetone / 6 h / Reflux

2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C

2.2: 6 h / Reflux

3.1: pyridinium chlorochromate / dichloromethane / 5 h / 0 - 20 °C / Molecular sieve

4.1: dichloromethane / 18 h / 20 °C

5.1: diisobutylaluminium hydride / toluene / 4 h / 0 - 20 °C / Inert atmosphere

6.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane; decane / 18 h / -25 °C / Molecular sieve

7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C

7.2: 3 h / 0 °C

7.3: 0.67 h / 0 - 20 °C

8.1: toluene-4-sulfonic acid / 0.5 h / 20 °C

9.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

10.1: toluene-4-sulfonic acid; water / methanol / 12 h / Reflux

11.1: sodium periodate; water / methanol / 2 h / 0 °C

11.2: 1 h / 0 - 20 °C

12.1: ISOPROPYLAMIDE / 0.17 h / 20 °C

12.2: 16 h / -5 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 9-borabicyclo[3.3.1]nonane; pyridinium chlorochromate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; decane; dichloromethane; ISOPROPYLAMIDE; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; 4.1: Wittig Reaction / 6.1: Sharpless Epoxidation;

upstream raw materials:

C₁₇H₁₈O₃

cyclopropylcarbinyl bromide

4-methoxy-phenol

allyl (4-methoxyphenyl) ether