Boc-D-Serine BenzylaMide

Base Information

• Chemical Name: Boc-D-Serine BenzylaMide
• CAS No.: 1253790-58-7
• Molecular Formula: C15H22N2O4
• Molecular Weight: 294.351
• Hs Code.: 2924299090
• Mol file: 1253790-58-7.mol

Synonyms:tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate;(R)-N-benzyl-2-(tert-butoxycarbonyl)amino-3-hydroxypropionamide;tert-butyl 2-(3,4-dihydroxyphenyl)ethylcarbamate;Carbamic acid,[2-(3,4-dihydroxyphenyl)ethyl]-,1,1-dimethylethyl ester;tert-butyl [(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxoethyl]carbamate;Boc-dopamine;tert-butyl 3,4-dihydroxyphenethylcarbamate;N-boc-D-serinamide;N-Boc-dopamine;N-tert-butoxycarbonyl-3,4-dihydroxiphenylethylamine;N-(tert-butoxycarbonyl)dopamine;(R)-N-benzyl-2((t-butoxy)carbonylamino)-3-hydroxypropionamide;(R)-N-benzyl-2-N-Boc-amino-3-hydroxypropionamide;

Chemical Property of Boc-D-Serine BenzylaMide

Chemical Property:

• Boiling Point: 532.9±50.0 °C(Predicted)
• PKA: 10.62±0.46(Predicted)
• PSA: 87.66000
• Density: 1.159±0.06 g/cm3(Predicted)
• LogP: 1.97020

Purity/Quality:

98.5% ^*data from raw suppliers

Boc-D-serineBenzylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-D-Serine BenzylaMide

There total 10 articles about Boc-D-Serine BenzylaMide 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: 95.21%

(R)-N-tert-butoxycarbonyl serine (3262-72-4,3850-40-6,6368-20-3,90582-28-8,84311-18-2) + benzylamine (100-46-9) → tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate (1253790-58-7)

Guidance literature:

With 4-methyl-morpholine; methyl chloroformate; In dichloromethane; at -35 ℃; for 0.5h;

Reference yield: 91.65%

di-tert-butyl dicarbonate (24424-99-5) + (2R)-2-amino-3-hydroxy-N-(phenylmethyl)propanamide (175481-39-7) → tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate (1253790-58-7)

Guidance literature:

di-tert-butyl dicarbonate; (2R)-2-amino-3-hydroxy-N-(phenylmethyl)propanamide; In ethyl acetate; at 25 - 30 ℃; for 1h;

With triethylamine; In ethyl acetate; at 25 - 30 ℃; for 1h;

Reference yield:

benzylamine (100-46-9) + (R)-2-((tert-butoxycarbonyl)amino)-3-methoxypropionic acid (86123-95-7) → tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate (880468-89-3) + tert-butyl-N-[(1R)-2-(benzylamino)-1-(hydroxymethyl)-2-oxo-ethyl]carbamate (1253790-58-7) + benzylcarbamic acid isobutyl ester (69805-82-9) + C16H24N2O4 + C19H23N3O3 (2295925-90-3) + C17H26N2O4

Guidance literature:

(R)-2-((tert-butoxycarbonyl)amino)-3-methoxypropionic acid; With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at -10 - 0 ℃; for 3.5h;

benzylamine; In dichloromethane; at -10 - 15 ℃; for 2h; Overall yield = 150.3 g;

DOI:10.1021/acs.oprd.8b00370

upstream raw materials:

tert-butyl {(1R)-2-(benzylamino)-2-oxo-1-[(tetrahydro-2H-pyran-2-yloxy)methyl]ethyl}carbamate

(R)-N-tert-butoxycarbonyl serine

benzylamine

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl [(2R)-1-(benzylamino)-3-methoxy-1-oxopropan-2-yl]carbamate

lacosamide

(R)-2-amino-N-benzyl-3-methoxypropanamide

Desmethyllacosamide

Refernces

• 1、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF LACOSAMIDE". . . Retrieved 2018/04/17.
• 2、 -. "A raco amide analogs of the separation method". Paragraph 0103; 0104; 0105; 0106. . Retrieved 2017/10/11.