Benzene, [[(2S)-2-[(methoxymethoxy)methyl]-3-methylbutyl]sulfonyl]-

Base Information

• Chemical Name: Benzene, [[(2S)-2-[(methoxymethoxy)methyl]-3-methylbutyl]sulfonyl]-
• CAS No.: 646519-60-0
• Molecular Formula: C14H22O4S
• Molecular Weight: 286.392
• DSSTox Substance ID: DTXSID70462050
• Wikidata: Q82286517
• Mol file: 646519-60-0.mol

Synonyms:646519-60-0;Benzene, [[(2S)-2-[(methoxymethoxy)methyl]-3-methylbutyl]sulfonyl]-;DTXSID70462050

Chemical Property of Benzene, [[(2S)-2-[(methoxymethoxy)methyl]-3-methylbutyl]sulfonyl]-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 286.12388035
• Heavy Atom Count: 19
• Complexity: 326

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(COCOC)CS(=O)(=O)C1=CC=CC=C1
• Isomeric SMILES: CC(C)[C@@H](COCOC)CS(=O)(=O)C1=CC=CC=C1

Technology Process of Benzene, [[(2S)-2-[(methoxymethoxy)methyl]-3-methylbutyl]sulfonyl]-

There total 1 articles about Benzene, [[(2S)-2-[(methoxymethoxy)methyl]-3-methylbutyl]sulfonyl]- 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: 94.7%

chloromethyl methyl ether (107-30-2) + (S)-3-methyl-2-((phenylsulfonyl)methyl)butan-1-ol (152549-60-5) → (2S)-(2-methoxymethoxymethyl-3-methyl-butane-1-sulfonyl)-benzene (646519-60-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jo035193y

Reference yield: 92.0%

(2S)-(2-methoxymethoxymethyl-3-methyl-butane-1-sulfonyl)-benzene (646519-60-0) + 2,2-dimethyl-propionic acid (3S,6E)-8-bromo-3,7-dimethyl-oct-6-enyl ester (646519-59-7) → 2,2-dimethyl propionic acid (3S,10S,6E)-9-benzenesulfonyl-10-methoxymethoxymethyl-3,7,11-trimethyl-dodec-6-enyl ester (646519-61-1)

Guidance literature:

(2S)-(2-methoxymethoxymethyl-3-methyl-butane-1-sulfonyl)-benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -25 ℃; for 2h;

2,2-dimethyl-propionic acid (3S,6E)-8-bromo-3,7-dimethyl-oct-6-enyl ester; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

DOI:10.1021/jo035193y

Reference yield:

(2S)-(2-methoxymethoxymethyl-3-methyl-butane-1-sulfonyl)-benzene (646519-60-0) → (6S,13S,2Z,9E)-15-benzenesulfinyl-13-isopropyl-6,10-dimethyl-4,14-dioxo-pentadeca-2,9-dienoic acid methyl ester (646519-67-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -25 °C

1.2: 92 percent / tetrahydrofuran; hexane / 2 h / 20 °C

2.1: 70 percent / Na₂HPO₄; Na-amalgam / tetrahydrofuran; methanol / 4 h / 20 °C

3.1: 81 percent / aq. HCl / propan-2-ol / 8 h / 55 °C

4.1: 86.4 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / 20 °C

5.1: LDA / tetrahydrofuran / 1 h / 0 °C

5.2: tetrahydrofuran / 1.75 h / -78 °C

5.3: 99 percent / NaOMe / methanol / 48 h / 30 °C

6.1: 83.3 percent / Dess-Martin periodinane / CH₂Cl₂ / 6 h / 10 °C

7.1: LDA / tetrahydrofuran / 0.17 h / -80 °C

7.2: 84.4 percent / tetrahydrofuran / 0.33 h / -80 °C

8.1: 100 percent / H₂; cyclohexane / Lindlar catalyst / CH₂Cl₂ / 1 h / 20 °C

9.1: 83.5 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; hydrogenchloride; disodium hydrogenphosphate; n-butyllithium; tetrapropylammonium perruthennate; sodium amalgam; cyclohexane; 4 A molecular sieve; hydrogen; Dess-Martin periodane; 4-methylmorpholine N-oxide; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; isopropyl alcohol;

DOI:10.1021/jo035193y

upstream raw materials:

chloromethyl methyl ether

(S)-3-methyl-2-((phenylsulfonyl)methyl)butan-1-ol

Downstream raw materials:

2,2-dimethyl propionic acid (3S,10S,6E)-9-benzenesulfonyl-10-methoxymethoxymethyl-3,7,11-trimethyl-dodec-6-enyl ester

(3S,10S,6E)-12-benzenesulfinyl-10-isopropyl-3,7-dimethyl-11-oxo-dodec-6-enal

(3S,10S,6E)-12-benzenesulfinyl-10-isopropyl-3,7-dimethyl-dodec-6-ene-1,11-diol

(6S,13S,2Z,9E)-15-benzenesulfinyl-13-isopropyl-6,10-dimethyl-4,14-dioxo-pentadeca-2,9-dienoic acid methyl ester