BOC-O-BENZYL-L-SERINE N,O-DIMETHYLHYDROXAMIDE

Base Information

• Chemical Name: BOC-O-BENZYL-L-SERINE N,O-DIMETHYLHYDROXAMIDE
• CAS No.: 115186-34-0
• Molecular Formula: C17H26 N2 O5
• Molecular Weight: 338.404
• Mol file: 115186-34-0.mol

Synonyms:Carbamicacid, [(1S)-2-(methoxymethylamino)-2-oxo-1-[(phenylmethoxy)methyl]ethyl]-,1,1-dimethylethyl ester (9CI); Carbamic acid,[2-(methoxymethylamino)-2-oxo-1-[(phenylmethoxy)methyl]ethyl]-,1,1-dimethylethyl ester, (S)-

Chemical Property of BOC-O-BENZYL-L-SERINE N,O-DIMETHYLHYDROXAMIDE

Chemical Property:

• PSA: 77.10000
• LogP: 2.50720
• Storage Temp.: Store at 0-5°C

Purity/Quality:

≥ 99% (HPLC) ^*data from raw suppliers

Boc-O-benzyl-L-serineN,O-Dimethylhydroxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-O-BENZYL-L-SERINE N,O-DIMETHYLHYDROXAMIDE

There total 4 articles about BOC-O-BENZYL-L-SERINE N,O-DIMETHYLHYDROXAMIDE 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: 97.0%

BOC-O-benzyl-L-serine (23680-31-1) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → tert-butyl ((S)-3-(benzyloxy)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate (115186-34-0)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/ja0625576

Reference yield: 92.0%

BOC-O-benzyl-L-serine (23680-31-1) + N,0-dimethylhydroxylamine (1117-97-1) → tert-butyl ((S)-3-(benzyloxy)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate (115186-34-0)

Guidance literature:

BOC-O-benzyl-L-serine; N,0-dimethylhydroxylamine; With triethylamine; at 0 ℃;

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine;

DOI:10.1081/NCN-100002563

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl ((S)-3-(benzyloxy)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate (115186-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / 1,4-dioxane; water

2: sodium hydride / N,N-dimethyl-formamide

3: 1,1'-carbonyldiimidazole / dichloromethane

With sodium hydride; 1,1'-carbonyldiimidazole; potassium hydroxide; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2012.04.018

upstream raw materials:

BOC-O-benzyl-L-serine

N,O-dimethylhydroxylamine*hydrochloride

N,0-dimethylhydroxylamine

di-tert-butyl dicarbonate

Downstream raw materials:

((S)-1-Benzyloxymethyl-2-oxo-2-phenyl-ethyl)-carbamic acid tert-butyl ester

(S)-2-(t-butoxycarbonylamino)-3-phenylmetoxy-1-propanal

(1-benzyloxymethyl-2-oxo-4-phenyl-butyl)-carbamic acid tert-butyl ester

2-amino-3-benzyloxy-N-methoxy-N-methyl-propionamide

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