(2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane

Base Information

• Chemical Name: (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane
• CAS No.: 285979-95-5
• Molecular Formula: C₂₂H₂₈N₂O₁₀S₂
• Molecular Weight: 544.604
• Mol file: 285979-95-5.mol

Synonyms:(2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane

Chemical Property of (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane

There total 1 articles about (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane 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,3S)-2,3-di(methanesulfonyloxy)-1,4-dibenzyloxybutane (17137-55-2) → (2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane (285979-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / H₂ / Pd(OH)2 / methanol; ethyl acetate / 12 h / 20 °C

2: 90 percent / tetrahydrofuran / 20 °C

With hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1016/S0957-4166(00)00446-8

Reference yield: 90.0%

(2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane (285979-95-5) → (5S,5'S)-N,N-dibenzyl-5,5'-bis(oxazolidin-2-one) (285979-96-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 60 ℃;

DOI:10.1016/S0957-4166(00)00086-0

Reference yield: 82.0%

(2S,3S)-2,3-di(methanesulfonyloxy)-1,4-di(N,N'-dibenzylaminocarbonyloxy)butane (285979-95-5) → (5S,5'S)-N,N-dibenzyl-5,5'-bis(oxazolidin-2-one) (285979-96-6) + (1S,6S)-2,7-diaza-2,7-dibenzyl-4,9-dioxabicyclo[4.4.01,6]decane-3,8-dione

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1016/S0957-4166(00)00446-8

upstream raw materials:

(2S,3S)-2,3-di(methanesulfonyloxy)-1,4-dibenzyloxybutane

Downstream raw materials:

(5S,5'S)-N,N-dibenzyl-5,5'-bis(oxazolidin-2-one)

(2S,3S)-N,N'-dibenzyl-2,3-diamino-1,4-butanediol

(4S,4'S)-3,3'-Bis-phenylacetyl-[4,4']bioxazolidinyl-2,2'-dione