(2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane

Base Information

• Chemical Name: (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane
• CAS No.: 920520-62-3
• Molecular Formula: C₂₄H₃₄O₃S
• Molecular Weight: 402.598
• Mol file: 920520-62-3.mol

Synonyms:(2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane

Chemical Property of (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane

There total 10 articles about (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane 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: 69.0%

1-Iodoheptane (4282-40-0) + (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)propane (127733-22-6) → (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane (920520-62-3)

Guidance literature:

(2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)propane; With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 - -30 ℃; for 2h;

1-Iodoheptane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 - 20 ℃; for 3h;

DOI:10.1002/ejoc.200600481

Reference yield:

1-((benzyloxy)methyl)cyclopropan-1-ol (920520-61-2) → (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane (920520-62-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 99 percent / Et₃N / diethyl ether / 20 °C

2.1: 92 percent / MgBr₂ / diethyl ether / 48 h / Heating

3.1: 50 percent / NaHCO₃ / dimethylsulfoxide / 48 h / 20 °C

4.1: 84 percent / NH₄NO₃ / ethanol / 8 h / 50 °C

5.1: 42 percent / baker's yeast; citric acid monohydrate; K₂CO₃ / H₂O; ethanol / 96 h / 34 - 38 °C

6.1: 97 percent / Et₃N / diethyl ether / 0 - 20 °C

7.1: 99 percent / Bu₄NBr / benzene / 2 h / 70 °C

8.1: 89 percent / benzene / 8 h / 70 °C

9.1: BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 - -30 °C

9.2: 69 percent / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 - 20 °C

With ammonium nitrate; n-butyllithium; baker's yeast; tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; triethylamine; citric acid; magnesium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; water; dimethyl sulfoxide; benzene; 3.1: Kornblum oxidation;

DOI:10.1002/ejoc.200600481

Reference yield:

(2R)-3-benzyloxy-2-methylpropyl methanesulfonate (920520-69-0) → (2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)decane (920520-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 99 percent / Bu₄NBr / benzene / 2 h / 70 °C

2.1: 89 percent / benzene / 8 h / 70 °C

3.1: BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 - -30 °C

3.2: 69 percent / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 - 20 °C

With n-butyllithium; tetrabutylammomium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; benzene;

DOI:10.1002/ejoc.200600481

upstream raw materials:

1-Iodoheptane

(2R)-1-benzyloxy-2-methyl-3-(phenylsulfonyl)propane

1-((benzyloxy)methyl)cyclopropan-1-ol

(2R)-3-benzyloxy-2-methylpropyl methanesulfonate

Downstream raw materials:

(2S)-2-[(methyldecyloxy)methyl]benzene