(R)-2-amino-3[(S)-²H]-3(4-nitrophenyl)propanoic acid hydrochloride

Base Information

• Chemical Name: (R)-2-amino-3[(S)-²H]-3(4-nitrophenyl)propanoic acid hydrochloride
• CAS No.: 1627100-30-4
• Molecular Formula: C₉H₁₀N₂O₄*ClH
• Molecular Weight: 247.642
• Mol file: 1627100-30-4.mol

Synonyms:(R)-2-amino-3[(S)-²H]-3(4-nitrophenyl)propanoic acid hydrochloride

Chemical Property of (R)-2-amino-3[(S)-²H]-3(4-nitrophenyl)propanoic acid hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-amino-3[(S)-²H]-3(4-nitrophenyl)propanoic acid hydrochloride

There total 5 articles about (R)-2-amino-3[(S)-²H]-3(4-nitrophenyl)propanoic acid hydrochloride 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:

α-deuterio-4-nitro-benzaldehyde (94781-50-7) → (R)-2-amino-3[(S)-2H]-3(4-nitrophenyl)propanoic acid hydrochloride (1627100-30-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium acetate / acetic anhydride / 100 °C

2: methanol / 0.5 h / 20 °C

3: hydrogen; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 1.5 h / 5171.62 Torr

4: hydrogenchloride / water; acetone / 7 h / Reflux

With hydrogenchloride; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; sodium acetate; In methanol; water; acetic anhydride; acetone;

DOI:10.1002/anie.201311061

Reference yield:

[4-2H]-methyl 2-acetamido-3(4-nitrophenyl)acrylate (1627098-43-4) → (R)-2-amino-3[(S)-2H]-3(4-nitrophenyl)propanoic acid hydrochloride (1627100-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 1.5 h / 5171.62 Torr

2: hydrogenchloride / water; acetone / 7 h / Reflux

With hydrogenchloride; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; In methanol; water; acetone;

DOI:10.1002/anie.201311061

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → (R)-2-amino-3[(S)-2H]-3(4-nitrophenyl)propanoic acid hydrochloride (1627100-30-4)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium aluminium deuteride / diethylene glycol dimethyl ether; tert-butyl alcohol / 0.5 h / -78 °C

2: sodium acetate / acetic anhydride / 100 °C

3: methanol / 0.5 h / 20 °C

4: hydrogen; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 1.5 h / 5171.62 Torr

5: hydrogenchloride / water; acetone / 7 h / Reflux

With hydrogenchloride; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; lithium aluminium deuteride; hydrogen; sodium acetate; In methanol; diethylene glycol dimethyl ether; water; acetic anhydride; acetone; tert-butyl alcohol;

DOI:10.1002/anie.201311061

upstream raw materials:

4-nitro-benzoyl chloride

α-deuterio-4-nitro-benzaldehyde

[4-²H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one

[4-²H]-methyl 2-acetamido-3(4-nitrophenyl)acrylate

Downstream raw materials:

4-nitro-trans-cinnamic acid

trans-3[²H]-3(4-nitrophenyl)acrylic acid

4-nitro-3-phenyl-L-alanine

(R)-4-nitro-phenylalanine

Refernces