((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

Base Information

Chemical Name:((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol
CAS No.:439142-73-1
Molecular Formula:C₁₈H₂₀O₃
Molecular Weight:284.355
Hs Code.:

Synonyms:

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Chemical Property of ((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

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Technology Process of ((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

There total 8 articles about ((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol 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:

: 314289-66-2
4-benzyloxy-1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirane

: 432036-83-4
((2R)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

: 439142-73-1
((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene / 1 h / 85 - 90 °C / Large scale

2.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale

2.2: Large scale

3.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale

4.1: methanesulfonyl chloride; 4-methyl-morpholine / tetrahydrofuran / 1 h / 20 - 30 °C / Large scale

4.2: 1 h / -10 - -5 °C / Large scale

4.3: 3.5 h / 20 - 30 °C / Large scale

With 4-methyl-morpholine; potassium tert-butylate; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; methanesulfonyl chloride; In tetrahydrofuran; water; toluene; 1.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085

Reference yield:

: 28315-93-7
5-Hydroxy-1-tetralone

: 432036-83-4
((2R)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

: 439142-73-1
((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 85 - 90 °C / Large scale

2.1: sodium tetrahydroborate / toluene; ethanol / 1 h / 5 - 30 °C / Large scale

3.1: potassium hydrogensulfate / toluene / 1 h / Reflux; Large scale

4.1: 3-chloro-benzenecarboperoxoic acid / toluene / 1.5 h / 5 - 30 °C / Large scale

5.1: toluene-4-sulfonic acid / toluene / 1 h / 85 - 90 °C / Large scale

6.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale

6.2: Large scale

7.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale

8.1: methanesulfonyl chloride; 4-methyl-morpholine / tetrahydrofuran / 1 h / 20 - 30 °C / Large scale

8.2: 1 h / -10 - -5 °C / Large scale

8.3: 3.5 h / 20 - 30 °C / Large scale

With 4-methyl-morpholine; sodium tetrahydroborate; potassium hydrogensulfate; potassium tert-butylate; trimethylsulfoxonium iodide; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene; 5.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085

Reference yield:

: 90401-60-8
5-benzyloxy-1,2,3,4-tetrahydro-naphthalen-1-one

: 432036-83-4
((2R)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

: 439142-73-1
((2S)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / toluene; ethanol / 1 h / 5 - 30 °C / Large scale

2.1: potassium hydrogensulfate / toluene / 1 h / Reflux; Large scale

3.1: 3-chloro-benzenecarboperoxoic acid / toluene / 1.5 h / 5 - 30 °C / Large scale

4.1: toluene-4-sulfonic acid / toluene / 1 h / 85 - 90 °C / Large scale

5.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale

5.2: Large scale

6.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale

7.1: methanesulfonyl chloride; 4-methyl-morpholine / tetrahydrofuran / 1 h / 20 - 30 °C / Large scale

7.2: 1 h / -10 - -5 °C / Large scale

7.3: 3.5 h / 20 - 30 °C / Large scale

With 4-methyl-morpholine; sodium tetrahydroborate; potassium hydrogensulfate; potassium tert-butylate; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; water; toluene; 4.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085