bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol

Base Information

• Chemical Name: bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol
• CAS No.: 138604-48-5
• Molecular Formula: C₄₇H₇₄O
• Molecular Weight: 655.104
• Mol file: 138604-48-5.mol

Synonyms:

Chemical Property of bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol

There total 11 articles about bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol 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:

(S)-((3,7-dimethyloct-6-enyloxy)methyl)benzene (84237-05-8) → bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol (138604-48-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 87 percent / N-bromosuuccinimide, NaHCO₃ / dimethylsulfoxide; H₂O / 1 h / -5 - 0 °C

2: 96 percent / K₂CO₃ / ethanol / 0.33 h / 20 °C

3: 82 percent / HClO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

4: 78 percent / NaIO₄ / tetrahydrofuran; H₂O / 4 h / 20 °C

5: 1.) LDA / 1.) hexane, ether, 0 deg C, 2 h, 2.) hexane, ether, a) -70 deg C, 2.5 h, b) 20 deg C, overnight

6: 3.1percent aq. HCl / diethyl ether; hexane; H₂O / 2 h / 20 °C

7: 87 percent / NaBH₄ / ethanol / 0.33 h / 20 °C

8: 1.) Py*SO₃, 2.) LiAlH₄ / 1.) THF, 0 deg C, 2 h, 2.) THF, 20 deg C, 48 h

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; lithium aluminium tetrahydride; perchloric acid; sulfur trioxide pyridine complex; sodium hydrogencarbonate; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; dimethyl sulfoxide;

DOI:10.1007/BF00963502

Reference yield:

(S)-6-benzyloxy-4-methylhexanal (138604-47-4) → bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol (138604-48-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) LDA / 1.) hexane, ether, 0 deg C, 2 h, 2.) hexane, ether, a) -70 deg C, 2.5 h, b) 20 deg C, overnight

2: 3.1percent aq. HCl / diethyl ether; hexane; H₂O / 2 h / 20 °C

3: 87 percent / NaBH₄ / ethanol / 0.33 h / 20 °C

4: 1.) Py*SO₃, 2.) LiAlH₄ / 1.) THF, 0 deg C, 2 h, 2.) THF, 20 deg C, 48 h

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfur trioxide pyridine complex; lithium diisopropyl amide; In diethyl ether; ethanol; hexane; water;

DOI:10.1007/BF00963502

Reference yield:

benzyl ether of 3(S),7-dimethyloctane-1,6-(R,S)-7-triol (138524-36-4,138524-42-2) → bbenzyl ether of 3(S),7,11,15,19,23,27,31-octamethylditriaconta-6Z,10Z,14Z,18E,22E,26E,30-heptaen-1-ol (138604-48-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / NaIO₄ / tetrahydrofuran; H₂O / 4 h / 20 °C

2: 1.) LDA / 1.) hexane, ether, 0 deg C, 2 h, 2.) hexane, ether, a) -70 deg C, 2.5 h, b) 20 deg C, overnight

3: 3.1percent aq. HCl / diethyl ether; hexane; H₂O / 2 h / 20 °C

4: 87 percent / NaBH₄ / ethanol / 0.33 h / 20 °C

5: 1.) Py*SO₃, 2.) LiAlH₄ / 1.) THF, 0 deg C, 2 h, 2.) THF, 20 deg C, 48 h

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; sulfur trioxide pyridine complex; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethanol; hexane; water;

DOI:10.1007/BF00963502

upstream raw materials:

(S)-((3,7-dimethyloct-6-enyloxy)methyl)benzene

(S)-6-benzyloxy-4-methylhexanal

benzyl ether of 3(S),7-dimethyloctane-1,6-(R,S)-7-triol

benzyl ether of 6(R,S)-bromo-7-hydroxy-3(S),7-dimethyloctan-1-ol