3-(3,4-DIBENZYLOXYPHENYL)-SERINE

Base Information

• Chemical Name: 3-(3,4-DIBENZYLOXYPHENYL)-SERINE
• CAS No.: 55449-18-8
• Molecular Formula: C₂₃H₂₃NO₅
• Molecular Weight: 393.439
• Mol file: 55449-18-8.mol

Synonyms:3-(3,4-DIBENZYLOXYPHENYL)-SERINE

Chemical Property of 3-(3,4-DIBENZYLOXYPHENYL)-SERINE

Chemical Property:

• Boiling Point: 626.7±55.0 °C(Predicted)
• PKA: 2.07±0.24(Predicted)
• PSA: 102.01000
• Density: 1.289±0.06 g/cm3(Predicted)
• LogP: 3.99020

Purity/Quality:

96% ^*data from raw suppliers

3-(3,4-DIBENZYLOXYPHENYL)-SERINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(3,4-DIBENZYLOXYPHENYL)-SERINE

There total 3 articles about 3-(3,4-DIBENZYLOXYPHENYL)-SERINE 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: 98.0%

D,L-threo-3-(3,4-Dibenzyloxyphenyl)serine ethyl ester → D,L-threo-3-(3,4-Dibenzyloxyphenyl)serine (55449-18-8,55449-19-9,55637-52-0,70543-77-0,70561-66-9,106887-48-3,113139-65-4,124709-63-3,146985-69-5)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

DOI:10.1016/0022-1139(95)98347-6

Reference yield:

3,4-dibenzyloxybenzaldehyde (5447-02-9) + glycine (56-40-6,18875-39-3,25718-94-9) → D,L-threo-3-(3,4-Dibenzyloxyphenyl)serine (55449-18-8,55449-19-9,55637-52-0,70543-77-0,70561-66-9,106887-48-3,113139-65-4,124709-63-3,146985-69-5)

Guidance literature:

With sodium hydroxide; anschliessendes Erwaermen mit wss. HCl;

DOI:10.1021/ja01634a039

Reference yield:

(2S,3R)-2-(Benzhydrylidene-amino)-3-(3,4-bis-benzyloxy-phenyl)-3-trimethylsilanyloxy-propionic acid ethyl ester → D,L-threo-3-(3,4-Dibenzyloxyphenyl)serine (55449-18-8,55449-19-9,55637-52-0,70543-77-0,70561-66-9,106887-48-3,113139-65-4,124709-63-3,146985-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 3 N aq. HCl / ethanol / Ambient temperature

2: 98 percent / 2 N aq. NaOH / methanol / Ambient temperature

With hydrogenchloride; sodium hydroxide; In methanol; ethanol;

DOI:10.1016/0022-1139(95)98347-6

upstream raw materials:

3,4-dibenzyloxybenzaldehyde

glycine

Downstream raw materials:

(+/-)-threo-DOPS

(2RS.3RS)-2-amino-3-(3,4-dihydroxy-phenyl)-3-hydroxy-propionic acid

Refernces