N-(tert-Butoxycarbonyl)methionylglycine

Base Information

• Chemical Name: N-(tert-Butoxycarbonyl)methionylglycine
• CAS No.: 69612-71-1
• Molecular Formula: C₁₂H₂₂N₂O₅S
• Molecular Weight: 306.383
• DSSTox Substance ID: DTXSID40512955
• Mol file: 69612-71-1.mol

Synonyms:N-(tert-Butoxycarbonyl)methionylglycine;69612-71-1;2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoyl]amino]acetic acid;BOC-D-METHIONYL-GLYCINE;DTXSID40512955;AKOS030240813

Chemical Property of N-(tert-Butoxycarbonyl)methionylglycine

Chemical Property:

• Boiling Point: 562.2±50.0 °C(Predicted)
• PKA: 3.37±0.10(Predicted)
• PSA: 130.03000
• Density: 1.206±0.06 g/cm3(Predicted)
• LogP: 1.61540
• Storage Temp.: -15°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 306.12494298
• Heavy Atom Count: 20
• Complexity: 354

Purity/Quality:

99% ^*data from raw suppliers

Boc-D-Met-Gly-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCSC)C(=O)NCC(=O)O

Technology Process of N-(tert-Butoxycarbonyl)methionylglycine

There total 5 articles about N-(tert-Butoxycarbonyl)methionylglycine 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: 71.0%

Boc-D-Met-Gly-OEt (74085-81-7) → Boc-D-Met-Gly-OH (69612-71-1)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h; Ambient temperature;

DOI:10.1248/cpb.29.3646

Reference yield: 54.0%

glycine (56-40-6,18875-39-3,25718-94-9) + Boc-D-Met-PFP → Boc-D-Met-Gly-OH (69612-71-1)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate; In water; N,N-dimethyl-formamide;

Reference yield:

N-(tert-butyloxycarbonyl)-D-methionylglycine methyl ester (70668-86-9) → Boc-D-Met-Gly-OH (69612-71-1)

Guidance literature:

With potassium hydroxide; In methanol;

upstream raw materials:

Boc-D-Met-Gly-OEt

glycine

(R)-N-(tert-butoxycarbonyl)methionine

N-(tert-butyloxycarbonyl)-D-methionylglycine methyl ester

Downstream raw materials:

Boc-Tyr-D-Met(O)-Gly-MePhe-NHNH-COCH₂Ch₃

(R)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-N-({[(S)-1-benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-4-methanesulfinyl-butyramide

{(R)-1-[({[(S)-1-Benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-carbamoyl]-3-methanesulfinyl-propyl}-carbamic acid tert-butyl ester

(R)-2-Amino-N-({[(S)-1-benzyl-2-oxo-2-(N'-propionyl-hydrazino)-ethyl]-methyl-carbamoyl}-methyl)-4-methanesulfinyl-butyramide

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