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

Base Information

• Chemical Name: <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate
• CAS No.: 110449-43-9
• Molecular Formula: C₄₀H₇₁N₃O₈S
• Molecular Weight: 754.085
• Mol file: 110449-43-9.mol

Synonyms:<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate

Chemical Property of <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate

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-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate

There total 3 articles about <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate 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: 69.0%

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-oct-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide + di-tert-butyl (E)-azodicarboxylate (870-50-8) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> octanoate (106748-95-2) + <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate (110449-43-9) + <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2R)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate (119751-28-9)

Guidance literature:

With titanium(IV) isopropylate; titanium tetrachloride; In dichloromethane; at -78 ℃; for 1h; Yields of byproduct given;

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

Reference yield:

di-tert-butyl (E)-azodicarboxylate (870-50-8) + N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-oct-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate (110449-43-9)

Guidance literature:

With titanium(IV) isopropylate; titanium tetrachloride; In dichloromethane; at -78 ℃; for 1h; Yield given;

DOI:10.1002/hlca.19860690819

Reference yield:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> octanoate (106748-95-2) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinooctanoate (110449-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LiN(i-Pr)2 / 1 h / -78 °C

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

With titanium(IV) isopropylate; titanium tetrachloride; lithium diisopropyl amide; In dichloromethane;

DOI:10.1002/hlca.19860690819

upstream raw materials:

di-tert-butyl (E)-azodicarboxylate

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> octanoate

Downstream raw materials:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-aminooctanate