Boc-ser-nhch2c6h5

Base Information

• Chemical Name: Boc-ser-nhch2c6h5
• CAS No.: 141108-78-3
• Molecular Formula: C15H22N2O4
• Molecular Weight: 294.351
• European Community (EC) Number: 689-217-5
• Mol file: 141108-78-3.mol

Synonyms:141108-78-3;Boc-ser-nhch2c6h5;SCHEMBL9582823;tert-Butyl (S)-(1-(benzylamino)-3-hydroxy-1-oxopropan-2-yl)carbamate

Chemical Property of Boc-ser-nhch2c6h5

Chemical Property:

• PSA: 87.66000
• LogP: 1.97020
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 294.15795719
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CO)C(=O)NCC1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CO)C(=O)NCC1=CC=CC=C1
• Uses: Boc-D-Serine Benzylamide is an intermediate for the preparation of lacosamide from enantiomerically pure D-serine derivative.

Technology Process of Boc-ser-nhch2c6h5

There total 3 articles about Boc-ser-nhch2c6h5 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%

(S)-N-(tert-butoxycarbonyl)serine (3262-72-4) + benzylamine (100-46-9) → tert-butyl (S)-(1-(benzylamino)-3-hydroxy-1-oxopropan-2-yl)carbamate (141108-78-3)

Guidance literature:

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 20 ℃; for 4h;

Reference yield:

(S)-N-(tert-butoxycarbonyl)serine (3262-72-4) → tert-butyl (S)-(1-(benzylamino)-3-hydroxy-1-oxopropan-2-yl)carbamate (141108-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NMM / tetrahydrofuran

2: NMM / tetrahydrofuran / 2 h

With 4-methyl-morpholine; In tetrahydrofuran;

Reference yield:

C13H23NO6 + benzylamine (100-46-9) → tert-butyl (S)-(1-(benzylamino)-3-hydroxy-1-oxopropan-2-yl)carbamate (141108-78-3)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; for 2h; Yield given;

upstream raw materials:

benzylamine

(S)-N-(tert-butoxycarbonyl)serine

Downstream raw materials:

N-benzyl glyoxylic amide

Boc-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NHCH₂C₆H₅

Boc-Tyr-Pro-Ser-NHCH₂C₆H₅

N-Benzyl-L-serinamide

Refernces

• 1、 -. "DIAMINE CROSSLINKING AGENTS, CROSSLINKED ACIDIC POLYSACCHARIDES AND MEDICAL MATERIALS". Paragraph 0387-0391. . Retrieved 2017/01/26.
• 2、 Naqvi, T.,Dhawan, V. C.,Haq, W.,Raghubir, R.,Patnaik, G. K.,et al.. "Synthesis and analgesic activity of new dermorphin analogues". . p. 445 - 450. Retrieved 2007/10/02.