1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene

Base Information

• Chemical Name: 1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene
• CAS No.: 340013-66-3
• Molecular Formula: C₃₈H₄₂O₈
• Molecular Weight: 626.747
• Mol file: 340013-66-3.mol

Synonyms:1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene

Chemical Property of 1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene

There total 9 articles about 1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene 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: 80.0%

p-methoxybenzyl chloride (824-94-2) + (1R,4S,5R,6R)-4,5,6-Tris-benzyloxymethoxy-cyclohex-2-enol (340013-34-5) → 1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene (340013-66-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ol015733i

Reference yield:

C13H17BrO3 (146830-39-9) → 1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene (340013-66-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: HCl / methanol; tetrahydrofuran

2.1: pyridine

3.1: m-CPBA / pyridine

4.1: BF₃*OEt₂ / toluene

4.2: 76 percent / p-TsOH / CH₂Cl₂ / 72 h / 20 °C

5.1: 89 percent / Huenig base; TBAI / 1,2-dichloro-ethane

6.1: Zn; AcOH / methanol

7.1: Huenig base; TBAI / 1,2-dichloro-ethane

8.1: 92 percent / NaHCO₃ / diphenyl ether / Heating

9.1: 92 percent / DIBAL / CH₂Cl₂

10.1: 80 percent / NaH; TBAI / dimethylformamide

With hydrogenchloride; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; pyridine; methanol; diphenylether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol015733i

Reference yield:

C11H13BrO2 (173201-10-0) → 1-Methoxy-4-((1R,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene (340013-66-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: pyridine

2.1: m-CPBA / pyridine

3.1: BF₃*OEt₂ / toluene

3.2: 76 percent / p-TsOH / CH₂Cl₂ / 72 h / 20 °C

4.1: 89 percent / Huenig base; TBAI / 1,2-dichloro-ethane

5.1: Zn; AcOH / methanol

6.1: Huenig base; TBAI / 1,2-dichloro-ethane

7.1: 92 percent / NaHCO₃ / diphenyl ether / Heating

8.1: 92 percent / DIBAL / CH₂Cl₂

9.1: 80 percent / NaH; TBAI / dimethylformamide

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In pyridine; methanol; diphenylether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol015733i

upstream raw materials:

p-methoxybenzyl chloride

(1R,4S,5R,6R)-4,5,6-Tris-benzyloxymethoxy-cyclohex-2-enol

C₁₃H₁₇BrO₃

C₁₁H₁₃BrO₂