(2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: (2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 86534-87-4
• Molecular Formula: C₃₈H₅₇NO₄S
• Molecular Weight: 623.941
• Mol file: 86534-87-4.mol

Synonyms:

Chemical Property of (2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 8 articles about (2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 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:

1-iodo-4-methylpentane (6196-80-1) → (2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (86534-87-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 1) lithium cyclohexylisopropylamide, 2) N,N-dimethylimidazolidinone / 1) THF, -80 deg C, 2) -80 to -40 deg C

2: 86 percent / LAH / tetrahydrofuran

3: 93 percent / aq. HI (56percent) / Heating

4: 1) lithium cyclohexylisopropylamide, 2) TMEDA / 1) THF, -80 deg C 2) -80 to 0 deg C

5: 94 percent / H₂O / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / Ambient temperature

6: 99 percent / LiAlH₄ / tetrahydrofuran

7: aq. HI (56percent) / Heating

8: 1) lithium cyclohexylisopropylamide, 2) N,N-dimethylimidazolidinone / 1) THF, -80 deg C, 2) -80 to -40 deg C

With 1,3-dimethyl-2-imidazolidinone; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; water; hydrogen iodide; lithium cyclohexylisopropylamide; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)81623-8

Reference yield:

(2R)-2,6-dimethylheptan-1-ol (59983-44-7) → (2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (86534-87-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / aq. HI (56percent) / Heating

2: 1) lithium cyclohexylisopropylamide, 2) TMEDA / 1) THF, -80 deg C 2) -80 to 0 deg C

3: 94 percent / H₂O / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / Ambient temperature

4: 99 percent / LiAlH₄ / tetrahydrofuran

5: aq. HI (56percent) / Heating

6: 1) lithium cyclohexylisopropylamide, 2) N,N-dimethylimidazolidinone / 1) THF, -80 deg C, 2) -80 to -40 deg C

With 1,3-dimethyl-2-imidazolidinone; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; water; hydrogen iodide; lithium cyclohexylisopropylamide; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)81623-8

Reference yield:

(2R)-1-iodo-2,6-dimethyl-heptane (86534-82-9) → (2R,6R)-2,6,10-Trimethyl-undecanoic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (86534-87-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) lithium cyclohexylisopropylamide, 2) TMEDA / 1) THF, -80 deg C 2) -80 to 0 deg C

2: 94 percent / H₂O / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / Ambient temperature

3: 99 percent / LiAlH₄ / tetrahydrofuran

4: aq. HI (56percent) / Heating

5: 1) lithium cyclohexylisopropylamide, 2) N,N-dimethylimidazolidinone / 1) THF, -80 deg C, 2) -80 to -40 deg C

With 1,3-dimethyl-2-imidazolidinone; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; water; hydrogen iodide; lithium cyclohexylisopropylamide; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)81623-8

upstream raw materials:

(R)-1-Iodo-4,8-dimethyl-nonane

Propionic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

1-iodo-4-methylpentane

(R)-4,8-dimethyl-1-nonanol