(E)-[1,1-²H₂]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol

Base Information

• Chemical Name: (E)-[1,1-²H₂]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol
• CAS No.: 1203571-47-4
• Molecular Formula: C₂₃H₃₂O₂Si
• Molecular Weight: 370.576
• Mol file: 1203571-47-4.mol

Synonyms:(E)-[1,1-²H₂]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol

Chemical Property of (E)-[1,1-²H₂]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-[1,1-²H₂]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol

There total 7 articles about (E)-[1,1-²H₂]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-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: 91.0%

methyl (E)-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-enoate → (E)-[1,1-2H2]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol (1203571-47-4)

Guidance literature:

With lithium aluminium deuteride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1002/ejoc.201403002

Reference yield:

(E)-6-(tert-butyldiphenylsilyloxy)-4-methylhex-4-enoic acid (1203571-46-3) → (E)-[1,1-2H2]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol (1203571-47-4)

Guidance literature:

With lithium aluminium deuteride; In diethyl ether; at 0 ℃; for 6h; Inert atmosphere;

DOI:10.1002/chem.200901563

Reference yield:

tert-butyl ({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy})diphenylsilane (139109-03-8,117638-12-7) → (E)-[1,1-2H2]-6-[(tert-butyldiphenylsilyl)oxy]-4-methylhex-4-en-1-ol (1203571-47-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 1 h / 0 °C

2.1: tetrahydrofuran / 1.5 h / 0 °C

2.2: 2 h / 0 °C

3.1: potassium hydroxide; iodine / 1.5 h / 0 °C

4.1: lithium aluminium deuteride / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium deuteride; iodine; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; In tetrahydrofuran; chloroform;

DOI:10.1002/ejoc.201403002

upstream raw materials:

(E)-6-(tert-butyldiphenylsilyloxy)-4-methylhex-4-enoic acid

tert-butyl ({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy})diphenylsilane

tert-butylchlorodiphenylsilane

(E)-tert-butyl{[5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl]oxy}diphenylsilane

Downstream raw materials:

1-[D]-(E)-6-(tert-butyldiphenylsilyloxy)-4-methylhex-4-enal

(E)-[6-²H]-tert-butyl[(3,7-dimethylocta-2,6-dien-1-yl)oxy]diphenylsilane