Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.0^1,12]hexadec-13-yl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.0^1,12]hexadec-13-yl ester
• CAS No.: 80541-76-0
• Molecular Formula: C₂₃H₃₄O₄S
• Molecular Weight: 406.587

Synonyms:Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.0^1,12]hexadec-13-yl ester

Chemical Property of Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.0^1,12]hexadec-13-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.0^1,12]hexadec-13-yl ester

There total 6 articles about Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.0^1,12]hexadec-13-yl ester 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:

(E)-cyclododec-2-enone (42858-38-8) → Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.01,12]hexadec-13-yl ester (80541-76-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) butyllithium / 1.) hexane, THF, -78 deg, 2 h, 2.) THF, hexane, a) -78 edg, 2 h, b) RT, 16 min.

2: 65 percent / sulfuric acid / methanol / 14 h

3: 68 percent / copper(I) chloride / tetrahydrofuran; diethyl ether / 1.4 h / 0 °C

4: 0.32 g / sodium borohydride / methanol; H₂O / 2.5 h / 0 °C

5: 0.34 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1.2 h / 0 °C

6: 0.47 g / pyridine / 21 h / 0 °C

With pyridine; sodium tetrahydroborate; n-butyllithium; sulfuric acid; 3-chloro-benzenecarboperoxoic acid; copper(l) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;

DOI:10.1246/bcsj.54.2747

Reference yield:

5-Methyl-2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopentacyclododecen-1-ol (77128-36-0) → Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.01,12]hexadec-13-yl ester (80541-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.34 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1.2 h / 0 °C

2: 0.47 g / pyridine / 21 h / 0 °C

With pyridine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1246/bcsj.54.2747

Reference yield:

3-methylbicyclo<10.3.0>pentadec-1(12)-en-13-one (77128-34-8) → Toluene-4-sulfonic acid 3-methyl-16-oxa-tricyclo[10.3.1.01,12]hexadec-13-yl ester (80541-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.32 g / sodium borohydride / methanol; H₂O / 2.5 h / 0 °C

2: 0.34 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1.2 h / 0 °C

3: 0.47 g / pyridine / 21 h / 0 °C

With pyridine; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water;

DOI:10.1246/bcsj.54.2747

upstream raw materials:

3-Methyl-16-oxa-tricyclo[10.3.1.0^1,12]hexadecan-13-ol

p-toluenesulfonyl chloride

(E)-cyclododec-2-enone

5-Methyl-2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopentacyclododecen-1-ol

Downstream raw materials:

7-methylcyclopentadecane-1,5-dione

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