TOS-GLY-PRO-OH

Base Information

• Chemical Name: TOS-GLY-PRO-OH
• CAS No.: 100723-71-5
• Molecular Formula: C₁₄H₁₈N₂O₅S
• Molecular Weight: 326.373
• Mol file: 100723-71-5.mol

Synonyms:(2S)-1-[2-[(4-methylphenyl)sulfonylamino]acetyl]pyrrolidine-2-carboxylic acid;

Chemical Property of TOS-GLY-PRO-OH

Chemical Property:

• PSA: 112.16000
• LogP: 1.75850
• Storage Temp.: -15°C

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-(2-(4-Methylphenylsulfonamido)acetyl)pyrrolidine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of TOS-GLY-PRO-OH

There total 2 articles about TOS-GLY-PRO-OH 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:

N-Tosylglycine (1080-44-0) → Tos-Gly-Pro-OH (100723-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; PCl₅

2: aqueous NaOH; dioxane

With 1,4-dioxane; sodium hydroxide; diethyl ether; phosphorus pentachloride;

DOI:10.1021/ja01569a071

Reference yield:

2-(4-methylphenylsulfonamido)acetyl chloride (56218-62-3) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → Tos-Gly-Pro-OH (100723-71-5)

Guidance literature:

With 1,4-dioxane; sodium hydroxide;

DOI:10.1021/ja01569a071

Reference yield:

Tos-Gly-Pro-OH (100723-71-5) → 1-[2-(Toluene-4-sulfonylamino)-acetyl]-pyrrolidine-2-carboxylic acid [2-morpholin-4-yl-2-oxo-1-(4-thiocarbamoyl-benzyl)-ethyl]-amide (109968-82-3,109968-98-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) 4-nitrophenole, DCC, 2) TEA / 1) pyridine, 2 h, 0 deg C, 12 h, RT, 2) 4 h, reflux

2: 1) 4-nitrophenole, DCC / 1) pyridine, 2 h, 0 deg C, 12 h, RT, 2) 12 h

3: TEA, H₂S / pyridine / Ambient temperature

With 4-nitro-phenol; TEA; hydrogen sulfide; dicyclohexyl-carbodiimide; In pyridine;

upstream raw materials:

2-(4-methylphenylsulfonamido)acetyl chloride

L-proline

N-Tosylglycine

Downstream raw materials:

N_α-(Tosylglycyl-D,L-prolyl)-D,L-4-cyanphenylalanin

1-[2-(Toluene-4-sulfonylamino)-acetyl]-pyrrolidine-2-carboxylic acid [2-morpholin-4-yl-2-oxo-1-(4-thiocarbamoyl-benzyl)-ethyl]-amide

1-[2-(Toluene-4-sulfonylamino)-acetyl]-pyrrolidine-2-carboxylic acid [1-(4-carbamimidoyl-benzyl)-2-oxo-2-pyrrolidin-1-yl-ethyl]-amide; hydriodide

1-[2-(Toluene-4-sulfonylamino)-acetyl]-pyrrolidine-2-carboxylic acid [1-butylcarbamoyl-2-(4-carbamimidoyl-phenyl)-ethyl]-amide; hydriodide