(2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate

Base Information

• Chemical Name: (2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate
• CAS No.: 370570-02-8
• Molecular Formula: C₂₁H₃₀O₃S
• Molecular Weight: 362.533
• Mol file: 370570-02-8.mol

Synonyms:(2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate

Chemical Property of (2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate

There total 1 articles about (2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate 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:

benzyl methacrylate (2495-37-6,25085-83-0) + (1S,2R,4R)-(-)-10-mercaptoisoboneol (71242-58-5) → (2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate (370570-02-8) + (2S)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate

Guidance literature:

(1S,2R,4R)-(-)-10-mercaptoisoboneol; With dimethylaluminum chloride; In hexane; dichloromethane; at 0 ℃; for 0.116667h;

benzyl methacrylate; In hexane; dichloromethane; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/ol016406d

Reference yield: 86.0%

(2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate (370570-02-8) → (2R)-benzyl 3-mercapto-2-methylpropionate

Guidance literature:

(2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.5h;

With 1-dodecylthiol; In dichloromethane; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/ol016406d

Reference yield:

(2R)-benzyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropionate (370570-02-8) → (R)-N-(4-Bromo-phenyl)-3-((1S,2R,4R)-2-hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylsulfanyl)-2-methyl-propionamide (370570-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Me₂AlCl; 1-dodecyl methyl sulfide / 10 h / 0 - 20 °C

2: EDC; HOBt

With dodecyl methyl sulfide; dimethylaluminum chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;

DOI:10.1021/ol016406d

upstream raw materials:

benzyl methacrylate

(1S,2R,4R)-(-)-10-mercaptoisoboneol

Downstream raw materials:

(2R)-phenyl 3-[(1S,2R,4R)-2-hydroxybornane-10-sulfenyl]-2-methylpropanamide

(R)-N-(4-Bromo-phenyl)-3-((1S,2R,4R)-2-hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylsulfanyl)-2-methyl-propionamide

(R)-N-(4-Chloro-phenyl)-3-((1S,2R,4R)-2-hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylsulfanyl)-2-methyl-propionamide