2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone

Base Information

• Chemical Name: 2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone
• CAS No.: 105857-81-6
• Molecular Formula: C₃₅H₅₂O₅Si
• Molecular Weight: 580.88
• Mol file: 105857-81-6.mol

Synonyms:2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone

Chemical Property of 2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone

There total 3 articles about 2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone 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: 67.0%

1-styrenyloxytrimethylsilane (13735-81-4) + C27H44O4Si (105857-79-2,105857-80-5) → 2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone (105857-81-6)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -85 ℃;

DOI:10.1021/ja00236a034

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → 2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone (105857-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) TMSOTf, 2) pyridine, 0.5percent NaOH in MeOH / 1) -85 deg C, 2) RT, 1 h

2: 67 percent / TiCl₄ / CH₂Cl₂ / -85 °C

With pyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; titanium tetrachloride; In dichloromethane;

DOI:10.1021/ja00236a034

Reference yield:

5,7,8-Trimethyl-6-trimethylsilanyloxy-2,2-bis-trimethylsilanyloxymethyl-chroman (105857-78-1) → 2-[(1R,2S,5R)-1-((S)-2-Hydroxymethyl-5,7,8-trimethyl-6-trimethylsilanyloxy-chroman-2-ylmethoxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone (105857-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) TMSOTf, 2) pyridine, 0.5percent NaOH in MeOH / 1) -85 deg C, 2) RT, 1 h

2: 67 percent / TiCl₄ / CH₂Cl₂ / -85 °C

With pyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; titanium tetrachloride; In dichloromethane;

DOI:10.1021/ja00236a034

upstream raw materials:

1-styrenyloxytrimethylsilane

C₂₇H₄₄O₄Si

(2R,5S)-menthone

5,7,8-Trimethyl-6-trimethylsilanyloxy-2,2-bis-trimethylsilanyloxymethyl-chroman

Downstream raw materials:

2-{(1R,2S,5R)-1-[(R)-6-Benzyloxy-5,7,8-trimethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman-2-ylmethoxy]-2-isopropyl-5-methyl-cyclohexyl}-1-phenyl-ethanone

[(R)-6-Benzyloxy-5,7,8-trimethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman-2-yl]-methanol

(S)-6-Benzyloxy-2,5,7,8-tetramethyl-2-(tetrahydro-pyran-2-yloxymethyl)-chroman

(S)-(-)-6-benzyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-ylmethanol