Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine

Base Information

• Chemical Name: Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine
• CAS No.: 247048-97-1
• Molecular Formula: C₃₈H₆₁N₃O₁₈
• Molecular Weight: 847.912
• Mol file: 247048-97-1.mol

Synonyms:Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine

Chemical Property of Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine

There total 4 articles about Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine 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: 80.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-amine (247048-96-0) → Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine (247048-97-1)

Guidance literature:

With potassium carbonate;

DOI:10.1016/S0040-4039(99)01241-1

Reference yield:

2,3-5,6-bis-O-isopropylidene-aldehydo-D-glucose dimethylacetal (20702-87-8) → Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine (247048-97-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / NaH

2: 75 percent / OsO₄; NaIO₄

3: 21 percent / NH₄OAc; NaBH₃CN

4: 80 percent / potassium carbonate

With sodium periodate; osmium(VIII) oxide; ammonium acetate; sodium hydride; sodium cyanoborohydride; potassium carbonate; 1: Alkylation / 2: Oxidation / 3: Reduction / 4: Arylation;

DOI:10.1016/S0040-4039(99)01241-1

Reference yield:

(4S,5R)-4-[(R)-Allyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolane (247048-93-7) → Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-(2,4-dinitro-phenyl)-amine (247048-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / OsO₄; NaIO₄

2: 21 percent / NH₄OAc; NaBH₃CN

3: 80 percent / potassium carbonate

With sodium periodate; osmium(VIII) oxide; ammonium acetate; sodium cyanoborohydride; potassium carbonate; 1: Oxidation / 2: Reduction / 3: Arylation;

DOI:10.1016/S0040-4039(99)01241-1

upstream raw materials:

2,4-Dinitrofluorobenzene

Bis-{2-[(R)-((4S,5R)-5-dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-ethyl}-amine

2,3-5,6-bis-O-isopropylidene-aldehydo-D-glucose dimethylacetal

[(R)-((4S,5R)-5-Dimethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy]-acetaldehyde