(S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane

Base Information

• Chemical Name: (S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane
• CAS No.: 924884-84-4
• Molecular Formula: C₂₀H₂₈N₄S
• Molecular Weight: 356.535
• Mol file: 924884-84-4.mol

Synonyms:(S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane

Chemical Property of (S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane

There total 7 articles about (S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane 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: 96.0%

4-((1′S)-2′,2′-dimethyl-6-methylenecyclohexyl) butan-2-ol + 1-Phenyl-1H-tetrazole-5-thiol (86-93-1) → (S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane (924884-84-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 2h;

DOI:10.1016/j.molcatb.2015.11.019

Reference yield: 91.0%

(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane (924884-83-3) + Methyltriphenylphosphonium bromide (1779-49-3) → (S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane (924884-84-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In toluene; at 140 ℃; for 3.5h;

(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane; In toluene; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetasy.2006.11.015

Reference yield:

(2,2-dimethyl-6-methylenecyclohexyl)methanol (472-19-5,4352-33-4) → (S)-2,2-dimethyl-6-methylene-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]cyclohexane (924884-84-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: polymer supported Candida antarctica lipase B / di-isopropyl ether / 15 h / 25 °C / Resolution of racemate; Enzymatic reaction

2.1: pyridine / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 6 h / 90 °C

4.1: dihydrogen peroxide / ethanol; water / 0 - 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 0 - 20 °C

5.2: 12 h / 0 °C

6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 2 h / 0 °C

With pyridine; n-butyllithium; dihydrogen peroxide; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; hexane; di-isopropyl ether; water; N,N-dimethyl-formamide; toluene; mineral oil; 6.1: |Mitsunobu Displacement;

DOI:10.1016/j.molcatb.2015.11.019

upstream raw materials:

(S)-2,2-dimethyl-1-[3'-(1''-phenyl-1''H-tetrazole-5''-sulfanyl)butyl]-6-oxocyclohexane

Methyltriphenylphosphonium bromide

(2,2-dimethyl-6-methylenecyclohexyl)methanol

(S)-(+)-(2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methanol

Downstream raw materials:

(2E,6E)-9-((1S)-2,2-dimethyl-6-methylenecyclohexyl)-3,7-dimethyl-1-(tetrahydro-2-pyranyl)oxy-2,6-nonadiene

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