N-alpha-t-Butyloxycarbonyl-L-alaninyl-diazomethane, (3S)-3-Boc-amino-1-diazo-2-butanone

Base Information

• Chemical Name: N-alpha-t-Butyloxycarbonyl-L-alaninyl-diazomethane, (3S)-3-Boc-amino-1-diazo-2-butanone
• CAS No.: 67919-80-6
• Molecular Formula: C9H15N3O3
• Molecular Weight: 213.23400
• Mol file: 67919-80-6.mol

Synonyms:(3S)-tert-butyl 3-diazo-1-methyl-2-oxopropylcarbamate;Nα-Boc-alanyldiazomethane;(N-tert-Butoxycarbonyl-L-alanyl)diazomethane;(S)-3-{[(tert-butoxy)carbonyl]amino}-1-diazobutan-2-one;BOC-L-ALA-CHN2;Boc-Ala-CHN2;N-alpha-t-Butyloxycarbonyl-L-alaninyl-diazomethane, (3S)-3-Boc-amino-1-diazo-2-butanone;Boc-(S)-Ala-CHN2;BOC-L-ALA-CHN2 N-ALPHA-T-BUTYLOXYCARBONYL-L-ALANINYL-DIAZOMETHANE, (3S)-3-BOC-AMINO-1-DIAZO-2-BUTANONE;

Chemical Property of N-alpha-t-Butyloxycarbonyl-L-alaninyl-diazomethane, (3S)-3-Boc-amino-1-diazo-2-butanone

Chemical Property:

• PSA: 92.79000
• LogP: 1.24126

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-alpha-t-Butyloxycarbonyl-L-alaninyl-diazomethane, (3S)-3-Boc-amino-1-diazo-2-butanone

There total 16 articles about N-alpha-t-Butyloxycarbonyl-L-alaninyl-diazomethane, (3S)-3-Boc-amino-1-diazo-2-butanone 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: 94.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + L-N-Boc-Ala (15761-38-3) → (S)-3-[(tert-butoxy)carbonylamino]-1-diazobutan-2-one (67919-80-6)

Guidance literature:

L-N-Boc-Ala; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; for 0.166667h;

diazomethane; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

DOI:10.1081/SCC-120023410

Reference yield: 80.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N2-Boc-L-alanine ethoxycarbonic anhydride → (S)-3-[(tert-butoxy)carbonylamino]-1-diazobutan-2-one (67919-80-6)

Guidance literature:

In diethyl ether; for 3h; Ambient temperature;

Reference yield: 50.0%

L-N-Boc-Ala (15761-38-3) + diazomethyl-trimethyl-silane (18107-18-1) → (S)-3-[(tert-butoxy)carbonylamino]-1-diazobutan-2-one (67919-80-6)

Guidance literature:

L-N-Boc-Ala; With N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃; for 4h; Inert atmosphere;

diazomethyl-trimethyl-silane; In tetrahydrofuran; acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

upstream raw materials:

diazomethane

Boc-Ala-O-COO-isoBu

L-N-Boc-Ala

C₁₁H₁₉NO₅

Downstream raw materials:

tert-butyl N-[(1S)-1-methyl-2-oxo-propyl]carbamate