(2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide

Base Information

• Chemical Name: (2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide
• CAS No.: 93591-34-5
• Molecular Formula: C₁₇H₂₇BrNO₆P
• Molecular Weight: 452.282
• Mol file: 93591-34-5.mol

Synonyms:(2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide

Chemical Property of (2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide

There total 3 articles about (2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide 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: 77.0%

(2S,3R)-2-Bromo-3-hydroxybutanoic acid (70702-03-3) + N-(diethoxyphosphinylmethyl)-4-methoxybenzylamine (93622-99-2) → (2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide (93591-34-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran;

Reference yield:

1,3,5-tris(4-methoxybenzyl)hexahydro-1,3,5-triazine (58837-16-4) → (2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide (93591-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60.1 percent / 6 h / 100 °C

2: 77 percent / DCC / tetrahydrofuran / 0.17 h / Ambient temperature

With dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1246/bcsj.60.645

Reference yield:

4-methoxy-benzylamine (2393-23-9) → (2S,3R)-N-(diethoxyphosphinylmethyl)-N-(4-methoxybenzyl)-2-bromo-3-hydroxybutyramide (93591-34-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / ethanol; H₂O / 0.25 h / Ambient temperature

2: 60.1 percent / 6 h / 100 °C

3: 77 percent / DCC / tetrahydrofuran / 0.17 h / Ambient temperature

With dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; water;

DOI:10.1246/bcsj.60.645

upstream raw materials:

(2S,3R)-2-Bromo-3-hydroxybutanoic acid

N-(diethoxyphosphinylmethyl)-4-methoxybenzylamine

1,3,5-tris(4-methoxybenzyl)hexahydro-1,3,5-triazine

4-methoxy-benzylamine

Downstream raw materials:

(3S,4R)-4-diethoxyphosphinyl-3-<(R)-1-hydroxyethyl>-1-(4-methoxybenzyl)-2-azetidinone

(3S,4R)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-4-diethoxyphosphinyl-1-(4-methoxybenzyl)-2-azetidinone