Z-GLY-PRO-OSU

Base Information

• Chemical Name: Z-GLY-PRO-OSU
• CAS No.: 38417-02-6
• Molecular Formula: C19H21 N3 O7
• Molecular Weight: 403.392
• Mol file: 38417-02-6.mol

Synonyms:L-Proline,1-[N-[(phenylmethoxy)carbonyl]glycyl]-, 2,5-pyrrolidinedione deriv.;(Benzyloxycarbonyl)glycyl-L-proline N-hydroxysuccinimide ester

Chemical Property of Z-GLY-PRO-OSU

Chemical Property:

• PSA: 122.32000
• LogP: 0.77770
• Storage Temp.: -15°C

Purity/Quality:

98% ^*data from raw suppliers

(Benzyloxycarbonyl)glycyl-L-prolineN-HydroxysuccinimideEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (Benzyloxycarbonyl)glycyl-L-proline N-Hydroxysuccinimide Ester Trifluoroacetic Acid is useful for the synthesis of glycyl-L-prolyl-L-glutamic acid analogs.

Technology Process of Z-GLY-PRO-OSU

There total 4 articles about Z-GLY-PRO-OSU 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: 87.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (2S)-1-(2-[[(benzyloxy)carbonyl]amino]acetyl)tetrahydro-1H-pyrrole-2-carboxylic acid (1160-54-9) → N-(N-benzyloxycarbonyl-glycyl)-L-proline N-hydroxysuccinimidyl ester (38417-02-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane; at 0 ℃; for 12h;

DOI:10.1016/0040-4039(95)00167-B

Reference yield:

N-(Benzyloxycarbonyl)glycine (1138-80-3) → N-(N-benzyloxycarbonyl-glycyl)-L-proline N-hydroxysuccinimidyl ester (38417-02-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.88 g / 1,3-dicyclohexylcarbodiimide; triethylamine / CH₂Cl₂ / 18 h / 20 °C

2: NaOH / H₂O; dioxane / 21 h / 20 °C

3: 69 percent / 1,3-dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane / 17 h / 20 °C

With sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;

DOI:10.1016/j.bmc.2004.10.005

Reference yield:

(2S)-N-(N-Benzyloxycarbonylglycyl)proline methyl ester (66449-90-9) → N-(N-benzyloxycarbonyl-glycyl)-L-proline N-hydroxysuccinimidyl ester (38417-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / H₂O; dioxane / 21 h / 20 °C

2: 69 percent / 1,3-dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane / 17 h / 20 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; water;

DOI:10.1016/j.bmc.2004.10.005

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

(2S)-1-(2-[[(benzyloxy)carbonyl]amino]acetyl)tetrahydro-1H-pyrrole-2-carboxylic acid

N-(Benzyloxycarbonyl)glycine

(2S)-N-(N-Benzyloxycarbonylglycyl)proline methyl ester

Downstream raw materials:

Z-Gly-Pro-Gly-OBu^t

Boc-Cys(MBzl)-Gly-Pro-Gly-OBu^t

N-[N-(N-benzyloxycarbonyl-glycyl)-L-prolyl]-L-glutamine α-benzyl ester

N-[N-(N-benzyloxycarbonyl-glycyl)-L-prolyl]-L-Nγ-methyl-glutamine α-benzyl ester

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