(+)-(S)-5-Methoxy-1-tetralol

Base Information

• Chemical Name: (+)-(S)-5-Methoxy-1-tetralol
• CAS No.: 182497-75-2
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.231
• Mol file: 182497-75-2.mol

Synonyms:(+)-(S)-5-Methoxy-1-tetralol

Chemical Property of (+)-(S)-5-Methoxy-1-tetralol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(S)-5-Methoxy-1-tetralol

There total 1 articles about (+)-(S)-5-Methoxy-1-tetralol 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: 48.8%

1,2,3,4-tetrahydro-5-methoxynaphthalen-1-ol (61982-91-0) → 5-Methoxy-1-tetralone (33892-75-0) + (-)-(R)-5-Methoxy-1-tetralol (200425-71-4) + (+)-(S)-5-Methoxy-1-tetralol (182497-75-2)

Guidance literature:

With 4-vinylbenzyl chloride; [N,N'-bis(2-cyclohexyloxycarbonyl-3-oxobutylidene)-(1S,2S)-dimesitylethylenediaminato]cobalt(II); oxygen; In tert-butyl alcohol; at 20 - 50 ℃; optical yield given as %ee; Resolution of racemate;

DOI:10.1246/cl.2009.40

Reference yield:

(+)-(S)-5-Methoxy-1-tetralol (182497-75-2) → (R)-5-[(R)-1-(4,5-Diphenyl-oxazol-2-yl)-4-hydroxy-butylamino]-5,6,7,8-tetrahydro-naphthalen-1-ol

Guidance literature:

Multi-step reaction with 5 steps

1: diphenyl phosphorazidate; DBU / toluene

2: H₂ / Pd/C / methanol

3: p-TsOH / toluene / Heating

4: NaBH₄ / methanol; tetrahydrofuran

5: BBr₃ / CH₂Cl₂

With sodium tetrahydroborate; diphenyl phosphoryl azide; hydrogen; boron tribromide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1016/j.bmcl.2005.04.042

Reference yield:

(+)-(S)-5-Methoxy-1-tetralol (182497-75-2) → (S)-4-(4,5-Diphenyl-oxazol-2-yl)-4-((R)-5-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ylamino)-butan-1-ol (861892-53-7)

Guidance literature:

Multi-step reaction with 4 steps

1: diphenyl phosphorazidate; DBU / toluene

2: H₂ / Pd/C / methanol

3: p-TsOH / toluene / Heating

4: NaBH₄ / methanol; tetrahydrofuran

With sodium tetrahydroborate; diphenyl phosphoryl azide; hydrogen; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene;

DOI:10.1016/j.bmcl.2005.04.042

upstream raw materials:

1,2,3,4-tetrahydro-5-methoxynaphthalen-1-ol

Downstream raw materials:

(S)-4-(4,5-Diphenyl-oxazol-2-yl)-4-((R)-5-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ylamino)-butan-1-ol

(R)-4-(4,5-Diphenyl-oxazol-2-yl)-4-((R)-5-methoxy-1,2,3,4-tetrahydro-naphthalen-1-ylamino)-butan-1-ol

(1R)-1-[(2R)-2-(4,5-diphenyloxazol-2-yl)pyrrolidin-1-yl]-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

(1R)-1-[(2S)-2-(4,5-diphenyloxazol-2-yl)pyrrolidin-1-yl]-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

Refernces