L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, methyl ester

Base Information

• Chemical Name: L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, methyl ester
• CAS No.: 80963-10-6
• Molecular Formula: C16H23NO5
• Molecular Weight: 323.346
• Mol file: 80963-10-6.mol

Synonyms:Boc-L-Ser(Bzl)-OMe;N-Boc-O-benzylserine methyl ester;N-tert-buoxycarbonyl-O-benzyl-L-serine methyl ester;

Chemical Property of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, methyl ester

Chemical Property:

• PSA: 73.86000
• LogP: 2.66040

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, methyl ester

There total 16 articles about L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-, methyl 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: 100.0%

BOC-O-benzyl-L-serine (23680-31-1) + methyl iodide (74-88-4) → methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate (80963-10-6)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1016/j.tetlet.2012.04.018

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + O-methyl O-benzyl-L-serinate hydrochloride (19525-87-2) → methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate (80963-10-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; a) RT, 6 h, b) 50 deg C, 2 h;

DOI:10.1055/s-1997-3186

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + BOC-O-benzyl-L-serine (23680-31-1) → methyl O-benzyl-N-(tert-butoxycarbonyl)-L-serinate (80963-10-6)

Guidance literature:

DOI:10.1016/S0040-4039(00)78242-6

upstream raw materials:

diazomethane

BOC-O-benzyl-L-serine

di-tert-butyl dicarbonate

methyl iodide

Downstream raw materials:

(S)-(1-benzyloxymethyl-2-hydroxy-2-methyl-propyl)carbamic acid tert-butyl ester

methyl 3-(benzyloxy)-2(S)-(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)-propionate

C₁₆H₂₁⁽²⁾H₂NO₅

N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-L-serine 1,1-dimethylethyl ester