1(2H)-Naphthalenone,3,4-dihydro-3-(hydroxymethyl)-,(3S)-(9CI)

Base Information

• Chemical Name: 1(2H)-Naphthalenone,3,4-dihydro-3-(hydroxymethyl)-,(3S)-(9CI)
• CAS No.: 534599-17-2
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.215
• Mol file: 534599-17-2.mol

Synonyms:1(2H)-Naphthalenone,3,4-dihydro-3-(hydroxymethyl)-,(3S)-(9CI)

Chemical Property of 1(2H)-Naphthalenone,3,4-dihydro-3-(hydroxymethyl)-,(3S)-(9CI)

Chemical Property:

• PSA: 37.30000
• LogP: 1.42400

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1(2H)-Naphthalenone,3,4-dihydro-3-(hydroxymethyl)-,(3S)-(9CI)

There total 3 articles about 1(2H)-Naphthalenone,3,4-dihydro-3-(hydroxymethyl)-,(3S)-(9CI) 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: 40.0%

(+/-)-cis-3-(hydroxymethyl)-1,2,3,4-tetrahydronaphthalen-1-ol (22818-49-1,91970-18-2) → (S)-(+)-3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (534599-17-2) + (R)-(-)-3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (534599-18-3) + (1R,3R)-3-(hydroxymethyl)-1,2,3,4-tetrahydronaphthalen-1-ol (534599-16-1)

Guidance literature:

Ru(II)-(1S,2S)-N-p-toluenesulfonyl-1,2-di-Ph-ethylenediamine; In acetone; at 28 ℃; for 36h;

DOI:10.1016/j.tetasy.2003.08.016

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + 3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (88165-86-0) → (S)-(+)-3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (534599-17-2) + (R)-(-)-3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (534599-18-3) + (S)-(+)-1-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmethyl acetate (534599-21-8) + (R)-(-)-1-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmethyl acetate

Guidance literature:

With pseudomonas fluorescens lipase; In benzene; at 20 ℃; for 7h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(02)00822-4

Reference yield:

3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (88165-86-0) → (S)-(+)-3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (534599-17-2) + (R)-(-)-3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one (534599-18-3)

Guidance literature:

3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one; With vinyl acetate; pseudomonas fluorescens lipase; In benzene; at 20 ℃; for 7h;

With lithium hydroxide; In 1,2-dimethoxyethane; water; for 1.5h; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0957-4166(02)00822-4

upstream raw materials:

vinyl acetate

3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one

(+/-)-cis-3-(hydroxymethyl)-1,2,3,4-tetrahydronaphthalen-1-ol

Downstream raw materials:

(S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate