(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE

Base Information

• Chemical Name: (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE
• CAS No.: 497106-85-1
• Molecular Formula: C12H21N3O3
• Molecular Weight: 255.31
• Mol file: 497106-85-1.mol

Synonyms:N-ALPHA-TERT-BUTYLOXYCARBONYL-L-ISOLEUCINYL-DIAZOMETHANE;BOC-L-ILE-CHN2;(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE

Chemical Property of (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE

Chemical Property:

• PSA: 92.79000
• LogP: 2.26746

Purity/Quality:

98% ^*data from raw suppliers

(3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE

There total 14 articles about (3S,4S)-3-BOC-AMINO-1-DIAZO-4-METHYL-2-HEXANONE 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: 92.5%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Boc-D-Ile-OH (55721-65-8) → Boc-D-isoleucyldiazomethane (497106-85-1)

Guidance literature:

Boc-D-Ile-OH; With pyridine; dmap; di-tert-butyl dicarbonate; In tetrahydrofuran; at 0 ℃;

diazomethane; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1039/b204652k

Reference yield: 87.8%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → [(3S,4S)-N-tert-Butoxycarbonyl-L-isoleucyl]diazomethane (114645-19-1,497106-85-1)

Guidance literature:

N-(tert-butyloxycarbonyl)-L-isoleucine; With pyridine; dmap; di-tert-butyl dicarbonate; In tetrahydrofuran; at 0 ℃;

diazomethane; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1039/b204652k

Reference yield:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → [(3S,4S)-N-tert-Butoxycarbonyl-L-isoleucyl]diazomethane (114645-19-1,497106-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NMM / tetrahydrofuran / 1 h / -25 °C

2: diethyl ether / 2 h / Ambient temperature

With 4-methyl-morpholine; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4039(98)00675-3

upstream raw materials:

diazomethane

N-(t-butoxycarbonyl)-isoleucine

isoleucine

di-tert-butyl dicarbonate

Downstream raw materials:

<(2S,3S)-N-butoxycarbonylisoleucinyl>-methyl-phenyl ketone

[(1S,2R)-1-(2-Chloro-acetyl)-2-methyl-butyl]-carbamic acid tert-butyl ester