Serine, N-(chloroacetyl)-N-(phenylmethyl)-

Base Information

• Chemical Name: Serine, N-(chloroacetyl)-N-(phenylmethyl)-
• CAS No.: 106910-78-5
• Molecular Formula: C₁₂H₁₄ClNO₄
• Molecular Weight: 271.7
• DSSTox Substance ID: DTXSID501266373
• Mol file: 106910-78-5.mol

Synonyms:Serine, N-(chloroacetyl)-N-(phenylmethyl)-;106910-78-5;SCHEMBL1004997;DTXSID501266373

Chemical Property of Serine, N-(chloroacetyl)-N-(phenylmethyl)-

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 271.0611356
• Heavy Atom Count: 18
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(C(CO)C(=O)O)C(=O)CCl

Technology Process of Serine, N-(chloroacetyl)-N-(phenylmethyl)-

There total 1 articles about Serine, N-(chloroacetyl)-N-(phenylmethyl)- 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:

benzaldehyde (100-52-7) → (RS)-N-benzyl-N-chloroacetylserine (106910-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium hydroxide (2 M); 2) sodium borohydride / 1) 30 min; 2) 6-10 deg C, 1+1+1+2 h

2: 24 percent / sodium hydroxide / CH₂Cl₂; H₂O / 0 deg C, r.t., 2 h

With sodium hydroxide; sodium tetrahydroborate; In dichloromethane; water;

Reference yield: 47.0%

(RS)-N-benzyl-N-chloroacetylserine (106910-78-5) → (RS)-4-benzyl-5-oxomorpholine-3-carboxylic acid (106910-79-6)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 3h; Heating;

Reference yield:

(RS)-N-benzyl-N-chloroacetylserine (106910-78-5) → (RS)-4-benzyl-3-hydroxymethylmorpholin-5-one (106910-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / potassium t-butoxide / 2-methyl-propan-2-ol / 3 h / Heating

2: 32 percent / aluminium chloride, sodium borohydride / bis-(2-methoxy-ethyl) ether / 18 h

With sodium tetrahydroborate; aluminium trichloride; potassium tert-butylate; In diethylene glycol dimethyl ether; tert-butyl alcohol;

upstream raw materials:

benzaldehyde

Downstream raw materials:

(RS)-4-benzyl-5-oxomorpholine-3-carboxylic acid

ethyl (RS)-4-benzyl-5-oxomorpholine-3-carboxylate

(RS)-4-benzyl-3-hydroxymethylmorpholin-5-one

(rac)-3-hydroxymethylmorpholine