(R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol

Base Information

• Chemical Name: (R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol
• CAS No.: 753022-35-4
• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.408
• Mol file: 753022-35-4.mol

Synonyms:(R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol

Chemical Property of (R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol

There total 2 articles about (R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol 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: 59.0%

3-benzyloxy-5,6,7,8-tetrahydro-2-naphthol (125101-78-2) + methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (83461-40-9,84806-02-0) → (R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol (753022-35-4)

Guidance literature:

3-benzyloxy-5,6,7,8-tetrahydro-2-naphthol; methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; With potassium hydroxide; In ethanol; for 24h; Heating;

With hydrogenchloride; In methanol; water; at 75 ℃; for 3h;

DOI:10.1016/j.bmc.2004.06.040

Reference yield:

2-benzyloxy-3-acetoxy-5,6,7,8-tetrahydronaphthalene (753022-34-3) → (R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol (753022-35-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 29 g / NaOH / methanol; H₂O / 5 h / 20 °C

2.1: KOH / ethanol / 24 h / Heating

2.2: 59 percent / HCl / methanol; H₂O / 3 h / 75 °C

With potassium hydroxide; sodium hydroxide; In methanol; ethanol; water;

DOI:10.1016/j.bmc.2004.06.040

Reference yield: 87.0%

(R)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-propanediol (753022-35-4) + methanesulfonyl chloride (124-63-0) → (2S)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-bis(mesyloxy)propane (753022-36-5)

Guidance literature:

With TEA; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2004.06.040

upstream raw materials:

3-benzyloxy-5,6,7,8-tetrahydro-2-naphthol

methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

2-benzyloxy-3-acetoxy-5,6,7,8-tetrahydronaphthalene

Downstream raw materials:

(2S)-3-(3-benzyloxy-5,6,7,8-tetrahydro-2-naphthoxy)-1,2-bis(mesyloxy)propane

(2S)-2-[((2-(2,6-dimethoxyphenoxy)ethyl)amino)methyl]-2,3,6,7,8,9-hexahydronaphtho[2,3-b][1,4]dioxine