4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide

Base Information

• Chemical Name: 4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide
• CAS No.: 916900-89-5
• Molecular Formula: C₃₄H₄₁N₂OPS
• Molecular Weight: 556.752
• Mol file: 916900-89-5.mol

Synonyms:4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide

Chemical Property of 4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide

There total 4 articles about 4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide 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:

meso/rac-2,9-diphenyl-1,2,3,4,7,8,9,10-octahydro-1,10-phenanthroline (916900-84-0) → 4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide (916900-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1: PCl₃; N,N-dimethylaniline / CH₂Cl₂ / 1 h / Heating

2: N,N-dimethylaniline / CH₂Cl₂ / 1 h / Heating

3: S₈ / CH₂Cl₂ / 0.42 h / Heating

With sulfur; N,N-dimethyl-aniline; phosphorus trichloride; In dichloromethane;

DOI:10.1016/j.tet.2006.09.023

Reference yield:

4-chloro-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phospha-cyclopenta[def]phenanthrene → 4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide (916900-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethylaniline / CH₂Cl₂ / 1 h / Heating

2: S₈ / CH₂Cl₂ / 0.42 h / Heating

With sulfur; N,N-dimethyl-aniline; In dichloromethane;

DOI:10.1016/j.tet.2006.09.023

Reference yield:

2,9-diphenyl-1,10-phenanthroline (25677-69-4) → 4-[(1R,2S,5R)-menthyloxy]-3,5-diphenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide (916900-89-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / acetic acid; NaBH₃CN / methanol / 6 h / Heating

2: PCl₃; N,N-dimethylaniline / CH₂Cl₂ / 1 h / Heating

3: N,N-dimethylaniline / CH₂Cl₂ / 1 h / Heating

4: S₈ / CH₂Cl₂ / 0.42 h / Heating

With sulfur; sodium cyanoborohydride; acetic acid; N,N-dimethyl-aniline; phosphorus trichloride; In methanol; dichloromethane;

DOI:10.1016/j.tet.2006.09.023

upstream raw materials:

meso/rac-2,9-diphenyl-1,2,3,4,7,8,9,10-octahydro-1,10-phenanthroline

2,9-diphenyl-1,10-phenanthroline

Downstream raw materials:

(-)-(2S,9S)-2,9-diphenyl-1,2,3,4,7,8,9,10-octahydro-1,10-phenanthroline