ChemicalBook CAS DataBase List 3-Amino-N-Boc-L-alanine methyl ester

3-Amino-N-Boc-L-alanine methyl ester synthesis

13synthesis methods

Product Name:3-Amino-N-Boc-L-alanine methyl ester
CAS Number:61040-20-8
Molecular formula:C9H18N2O4
Molecular Weight:218.25

76387-70-7 Synthesis

76387-70-7
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18107-18-1
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61040-20-8
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Yield:61040-20-8 99%

Reaction Conditions:

in methanol;diethyl ether;dichloromethane at 20; for 2 h;

Steps:

37.1

Step 1: Preparation of methyl 3-amino-2(S)-(tert-butoxycarbonylamino)propanoate; To a mixture of / (Boc-DAP-OH)(3.0 g 14.7 mmol) in 50 mL of methylene chloride was added 5 mL of methanol. To this solution was slowly added (trimethylsilyl)diazomethane (2 M in ether, 7.9 mL, 15.8 mmoL). The mixture was stirred at rt for 2 h until all of the solid dissolved and the solution turned light yellow. It was then concentrated to yield 3.2 g (99%) of methyl 3-amino-2(S)-(tert-butoxycarbonylamino)propanoate H as a colorless oil. ¹H NMR (CD₃OD, 300 MHz) δ 1.46 (s, 9 H), 2.82-3.00 (m, 2 H), 3.71 (s, 3 H), 4.14 (brs, I H).

References:

WO2008/64061,2008,A1 Location in patent:Page/Page column 85-86