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

Base Information

• Chemical Name: <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinopropionate
• CAS No.: 110449-37-1
• Molecular Formula: C₃₅H₆₁N₃O₈S
• Molecular Weight: 683.951
• Mol file: 110449-37-1.mol

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

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

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)>hydrazinopropionate

There total 3 articles about <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinopropionate 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: 81.0%

di-tert-butyl (E)-azodicarboxylate (870-50-8) + N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide (104897-88-3,125091-73-8) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinopropionate (110449-37-1) + <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2R)-2-(N,N-di-tert-butoxycarbonyl)>hydrazopropionate (119751-23-4)

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:

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide (104897-88-3) + di-tert-butyl (E)-azodicarboxylate (870-50-8) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinopropionate (110449-37-1)

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>propionate (96864-31-2) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinopropionate (110449-37-1)

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:

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

di-tert-butyl (E)-azodicarboxylate

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

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

Downstream raw materials:

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

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

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

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