<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate

Base Information

• Chemical Name: <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate
• CAS No.: 110449-53-1
• Molecular Formula: C₃₁H₅₄N₂O₄S
• Molecular Weight: 550.847
• Mol file: 110449-53-1.mol

Synonyms:

Chemical Property of <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate

There total 3 articles about <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate 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:

<(1S,2R)-10-(dicyclohexylaminosulfonyl)born-2-yl> 3-phenylpropionate (110508-12-8) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate (110449-53-1)

Guidance literature:

Multi-step reaction with 3 steps

1: LiN(i-Pr)2 / 1 h / -78 °C

2: TiCl₄, Ti(i-PrO)4 / CH₂Cl₂ / 1 h / -78 °C

3: 1.) CF₃COOH 2.) hydrogen / 2.) PtO₂ / 1.) CH₂Cl₂, 0 deg C --> r.t., 3 h 2.) EtOH, 75 psi, r.t., 24 h

With titanium(IV) isopropylate; hydrogen; titanium tetrachloride; trifluoroacetic acid; lithium diisopropyl amide; platinum(IV) oxide; In dichloromethane;

DOI:10.1002/hlca.19860690819

Reference yield:

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-3-phenyl-1-trimethylsilanyloxy-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate (110449-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1: TiCl₄, Ti(i-PrO)4 / CH₂Cl₂ / 1 h / -78 °C

2: 1.) CF₃COOH 2.) hydrogen / 2.) PtO₂ / 1.) CH₂Cl₂, 0 deg C --> r.t., 3 h 2.) EtOH, 75 psi, r.t., 24 h

With titanium(IV) isopropylate; hydrogen; titanium tetrachloride; trifluoroacetic acid; platinum(IV) oxide; In dichloromethane;

DOI:10.1002/hlca.19860690819

Reference yield:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazino-3-phenylpropionate (110449-44-0) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate (110449-53-1)

Guidance literature:

With hydrogen; trifluoroacetic acid; platinum(IV) oxide; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 degC, 5 min then r.t., 3 h; 2.) EtOH, 75 psi, r.t.;

DOI:10.1016/S0040-4020(01)86059-2

upstream raw materials:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazino-3-phenylpropionate

<(1S,2R)-10-(dicyclohexylaminosulfonyl)born-2-yl> 3-phenylpropionate

Downstream raw materials:

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

(S)-2-amino-3-cyclohexyl-propionic acid ethyl ester

(S)-2-amino-3-cyclohexylpropionic acid hydrochloride