bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide

Base Information

• Chemical Name: bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide
• CAS No.: 116195-09-6
• Molecular Formula: C₂₀H₃₄O₂S₂
• Molecular Weight: 370.621
• Mol file: 116195-09-6.mol

Synonyms:bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide

Chemical Property of bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide

There total 7 articles about bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide 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: 100.0%

(1S,2S,6R,7R)-2-((R)-(1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethanesulfinyl)-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one (129887-42-9) → (1S,2R,4R)-(-)-10-mercaptoisoboneol (71242-58-5) + bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide (116195-09-6) + (2R,6S)-4-oxatricyclo[5.2.1.02,6]dec-8-en-3-one (115269-21-1)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; tert-butyl alcohol; for 0.166667h; Yields of byproduct given; Ambient temperature;

Reference yield: 98.0%

(+)-(1R,RS)-2-exo-<((1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl)methylsulphinyl>-3-endo-hydroxymethylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid lactone (129887-41-8) → (3aS,4R,7S,7aR)-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1(3H)-one (95340-88-8) + (1S,2R,4R)-(-)-10-mercaptoisoboneol (71242-58-5) + bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide (116195-09-6)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; tert-butyl alcohol; for 0.166667h; Yields of byproduct given; Ambient temperature;

Reference yield: 70.0%

(3R,4S,RS)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (290356-69-3) → bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide (116195-09-6) + (4R)-4-(hydroxymethyl)-cyclohex-2-ene-1-one (192460-94-9)

Guidance literature:

With trimethylsilyl iodide; In chloroform; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4039(00)00612-2

upstream raw materials:

(+)-(1R,R_S)-2-exo-<((1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl)methylsulphinyl>-3-endo-hydroxymethylbicyclo<2.2.1>hept-5-ene-2-carboxylic acid lactone

(1S,2S,6R,7R)-2-((R)-(1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethanesulfinyl)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

(1S)-(+)-10-Camphorsulfonyl chloride

(1R,2R,6R,R_S)-4-((1S)-isoborneol-10-sulfinyl)-2-methoxy-8-phenyl-8-azabicyclo[4.3.0]non-3-ene-7,9-dione