2-Methyl-N-[(phenylmethoxy)carbonyl]-L-serine phenylmethyl ester

Base Information

• Chemical Name: 2-Methyl-N-[(phenylmethoxy)carbonyl]-L-serine phenylmethyl ester
• CAS No.: 114396-71-3
• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.379
• DSSTox Substance ID: DTXSID001172509
• Mol file: 114396-71-3.mol

Synonyms:DTXSID001172509;2-Methyl-N-[(phenylmethoxy)carbonyl]-L-serine phenylmethyl ester;114396-71-3

Chemical Property of 2-Methyl-N-[(phenylmethoxy)carbonyl]-L-serine phenylmethyl ester

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 343.14197277
• Heavy Atom Count: 25
• Complexity: 430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CO)(C(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@](CO)(C(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2

Technology Process of 2-Methyl-N-[(phenylmethoxy)carbonyl]-L-serine phenylmethyl ester

There total 2 articles about 2-Methyl-N-[(phenylmethoxy)carbonyl]-L-serine phenylmethyl ester 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: 76.0%

benzyl bromide (100-39-0) + (S)-N-Cbz-α-MeSer(OH)-OH (114396-70-2) → Z-α-MeSer(OH)-OBzl (114396-71-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; Heating;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → Z-α-MeSer(OH)-OBzl (114396-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Na₂CO₃ / dioxane / 36 h

2: 76 percent / Et₃N / dimethylformamide / Heating

With sodium carbonate; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield: 74.0%

Z-α-MeSer(OH)-OBzl (114396-71-3) + isobutene (115-11-7,15220-85-6) → Z-α-MeSer(OtBu)-OBzl (114396-72-4)

Guidance literature:

With sulfuric acid; In 1,4-dioxane;

upstream raw materials:

benzyl bromide

(S)-N-Cbz-α-MeSer(OH)-OH

benzyl chloroformate

Downstream raw materials:

Z-α-MeSer(OtBu)-OBzl

Refernces