(2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol

Base Information

• Chemical Name: (2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol
• CAS No.: 183074-36-4
• Molecular Formula: C₄₇H₅₀N₂O
• Molecular Weight: 658.927
• Mol file: 183074-36-4.mol

Synonyms:(2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol

Chemical Property of (2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol

There total 7 articles about (2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol 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:

(2S)-N,N-dibenzylphenylalaninal (123054-12-6,123808-74-2,136370-73-5,111060-64-1) → (2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol (183074-36-4)

Guidance literature:

Multi-step reaction with 7 steps

1: TBAF*xH₂O / tetrahydrofuran / 0 °C

2: Et₃N / CH₂Cl₂ / 0 deg C -> room temperature

3: NaBH₄, silica gel / CHCl₃; propan-2-ol

4: 77 percent / TBAF*xH₂O, TESOTf, Et₃N / tetrahydrofuran / 1 h / 0 deg C -> room temperature

5: 90 percent / Dess-Martin periodinane / CH₂Cl₂

6: 56 percent / Ph₃SnH, AIBN / benzene

7: LiBH₄ / diethyl ether / 6 h / Ambient temperature

With sodium tetrahydroborate; lithium borohydride; 2,2'-azobis(isobutyronitrile); triphenylstannane; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; silica gel; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; isopropyl alcohol; benzene;

DOI:10.1016/0960-894X(96)00392-7

Reference yield:

N,N-dibenzyl-4-nitro-1-phenylbutan-2-amine (182937-10-6) → (2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol (183074-36-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / TBAF*xH₂O, TESOTf, Et₃N / tetrahydrofuran / 1 h / 0 deg C -> room temperature

2: 90 percent / Dess-Martin periodinane / CH₂Cl₂

3: 56 percent / Ph₃SnH, AIBN / benzene

4: LiBH₄ / diethyl ether / 6 h / Ambient temperature

With lithium borohydride; 2,2'-azobis(isobutyronitrile); triphenylstannane; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;

DOI:10.1016/0960-894X(96)00392-7

Reference yield:

(S)-3-Dibenzylamino-1-nitro-4-phenyl-butan-2-ol → (2S,3R,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-ol (183074-36-4)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N / CH₂Cl₂ / 0 deg C -> room temperature

2: NaBH₄, silica gel / CHCl₃; propan-2-ol

3: 77 percent / TBAF*xH₂O, TESOTf, Et₃N / tetrahydrofuran / 1 h / 0 deg C -> room temperature

4: 90 percent / Dess-Martin periodinane / CH₂Cl₂

5: 56 percent / Ph₃SnH, AIBN / benzene

6: LiBH₄ / diethyl ether / 6 h / Ambient temperature

With sodium tetrahydroborate; lithium borohydride; 2,2'-azobis(isobutyronitrile); triphenylstannane; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; silica gel; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; isopropyl alcohol; benzene;

DOI:10.1016/0960-894X(96)00392-7

upstream raw materials:

(2S,6R)-2,6-Bis-dibenzylamino-1,7-diphenyl-heptan-3-one

(2S)-N,N-dibenzylphenylalaninal

N,N-dibenzyl-4-nitro-1-phenylbutan-2-amine

Downstream raw materials:

(2S,3R,6R)-2,6-Diamino-1,7-diphenyl-heptan-3-ol