5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene

Base Information

• Chemical Name: 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene
• CAS No.: 133099-89-5
• Molecular Formula: C₄₁H₄₄O₁₀
• Molecular Weight: 696.794
• Mol file: 133099-89-5.mol

Synonyms:

Chemical Property of 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene

There total 7 articles about 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene 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: 89.0%

5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-<1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-1-(phenylmethoxy)-2-<1-<7'-(phenylmethoxy)-1'-indanyl>-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>naphthalene → 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene (133099-89-5,133099-90-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 55 ℃; for 14h;

DOI:10.1021/jo00006a029

Reference yield:

5-bromo-4-hydroxy-3-methoxybenzaldehyde (2973-76-4) → 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene (133099-89-5,133099-90-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) Bu₄NI, NaH / 1) DMF, 10 min., r.t., 2) r.t., 24 h

2: m-chloroperbenzoic acid / CH₂Cl₂ / 16 h / Ambient temperature

3: 10percent aq.KOH / methanol / 12 h / 25 °C

4: 1) Bu₄NI, NaH / 1) DMF, r.t., 0.5 h, 2) 72 h, 25 deg C

5: 1) n-BuLi, 2) Cr(CO)6

6: 78 percent / K₂CO₃, Bu₄NI / acetone / 64 h / 55 °C

7: 89 percent / n-Bu₄NF / tetrahydrofuran / 14 h / 55 °C

With potassium hydroxide; n-butyllithium; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; chromium⁽⁰⁾ hexacarbonyl; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1021/jo00006a029

Reference yield:

5-Bromo-3-methoxy-4-(methoxymethoxy)benzene-1-carboxaldehyde (2363-14-6) → 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene (133099-89-5,133099-90-8)

Guidance literature:

Multi-step reaction with 6 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 16 h / Ambient temperature

2: 10percent aq.KOH / methanol / 12 h / 25 °C

3: 1) Bu₄NI, NaH / 1) DMF, r.t., 0.5 h, 2) 72 h, 25 deg C

4: 1) n-BuLi, 2) Cr(CO)6

5: 78 percent / K₂CO₃, Bu₄NI / acetone / 64 h / 55 °C

6: 89 percent / n-Bu₄NF / tetrahydrofuran / 14 h / 55 °C

With potassium hydroxide; n-butyllithium; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; chromium⁽⁰⁾ hexacarbonyl; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; acetone;

DOI:10.1021/jo00006a029

upstream raw materials:

5-bromo-4-hydroxy-3-methoxybenzaldehyde

5-Bromo-3-methoxy-4-(methoxymethoxy)benzene-1-carboxaldehyde

5-bromo-3-methoxy-4-(methoxymethoxy)phenol

Formic acid 3-bromo-5-methoxy-4-methoxymethoxy-phenyl ester

Downstream raw materials:

5,8-Bis(methoxymethoxy)-4,6-dimethoxy-2-<1-oxo-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene-3-carboxaldehyde

2,3-Dihydro-7-(phenylmethoxy)-1H-indene-1-spiro-2'-<5',8'-bis(methoxymethoxy)-4',6'-dimethoxy-3'-hydroxy-9'-(phenylmethoxy)-2'H-benzinden-1'-one>

2,3-Dihydro-7-(phenylmethoxy)-1H-indene-1-spiro-2'-<5',8'-bis(methoxymethoxy)-4',6'-dimethoxy-9'-(phenylmethoxy)-2'H-benzindene-1',3'-dione>