(3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane

Base Information

• Chemical Name: (3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane
• CAS No.: 1445444-38-1
• Molecular Formula: C₂₁H₂₄N₂O₆
• Molecular Weight: 400.431
• Mol file: 1445444-38-1.mol

Synonyms:(3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane

Chemical Property of (3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane

There total 6 articles about (3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane 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:

C23H26N2O8 → (3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane (1445444-38-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0032-1318344

Reference yield:

(S)-benzyl 3-(benzyloxycarbonylamino)-4-hydroxybutanoate (1445443-43-5) → (3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane (1445444-38-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 °C / Inert atmosphere

2.1: potassium fluoride / isopropyl alcohol / 8 h / 0 - 20 °C

3.1: dmap / diethyl ether / 2 h / 25 °C / Inert atmosphere

4.1: sodium tetrahydroborate / ethanol / 2 h / 0 °C / Inert atmosphere

With dmap; potassium fluoride; sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; In diethyl ether; ethanol; dichloromethane; isopropyl alcohol; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 2.1: |Henry Nitro Aldol Condensation;

DOI:10.1055/s-0032-1318344

Reference yield:

C20H21NO5 (1445443-71-9) → (3R)-N-benzyloxycarbonyl-3-aminomethyl-1-nitro-4-benzyloxycarbonylhexane (1445444-38-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium fluoride / isopropyl alcohol / 8 h / 0 - 20 °C

2: dmap / diethyl ether / 2 h / 25 °C / Inert atmosphere

3: sodium tetrahydroborate / ethanol / 2 h / 0 °C / Inert atmosphere

With dmap; potassium fluoride; sodium tetrahydroborate; In diethyl ether; ethanol; isopropyl alcohol; 1: |Henry Nitro Aldol Condensation;

DOI:10.1055/s-0032-1318344

upstream raw materials:

(S)-benzyl 3-(benzyloxycarbonylamino)-4-hydroxybutanoate

C₂₀H₂₁NO₅

(3R)-N-benzyloxycarbonyl-3-aminomethyl-2-hydroxy-1-nitro-4-benzyloxycarbonylhexane

(2S)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-4-oxo-4-[(phenylmethyl)oxy]butanoic acid

Downstream raw materials:

(3R)-3-(methyl{[(phenylmethyl)oxy]carbonyl}amino)-5-oxo-5-[(phenylmethyl)oxy]pentanoic acid