<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate

Base Information

• Chemical Name: <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate
• CAS No.: 110449-50-8
• Molecular Formula: C₂₈H₅₀N₂O₄S
• Molecular Weight: 510.782
• Mol file: 110449-50-8.mol

Synonyms:<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate

Chemical Property of <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate

There total 3 articles about <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate 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:

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-4-methyl-1-trimethylsilanyloxy-pent-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide (104897-91-8) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate (110449-50-8)

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:

<(2S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> 4-methylvalerate (104926-26-3) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate (110449-50-8)

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:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinopropionate (110449-41-7) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-amino-4-methylvalerate (110449-50-8)

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)>hydrazinopropionate

<(2S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> 4-methylvalerate

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-4-methyl-1-trimethylsilanyloxy-pent-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

Downstream raw materials:

L-leucine hydrochloride

(S)-2-(2,2,2-trifluoroacetamido)-4-methylpentanoic acid

L-Leucine ethyl ester

(-)-10-dicyclohexylsulfamoyl-D-isoborneol