(2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester

Base Information

• Chemical Name: (2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester
• CAS No.: 295788-09-9
• Molecular Formula: C₂₇H₃₀N₂O₃S₂
• Molecular Weight: 494.679
• Mol file: 295788-09-9.mol

Synonyms:(2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester

Chemical Property of (2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester

There total 3 articles about (2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester 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: 95.0%

glycine benzyl ester p-toluenesulfonic acid salt (1738-76-7) + 2,2-bis[(benzylthio)methyl]glycine N-carboxy anhydride (295788-05-5) → (2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester (295788-09-9)

Guidance literature:

With 4-methyl-morpholine; TEA; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0960-894X(00)00281-X

Reference yield:

2,2-bis<(benzylthio)methyl>glycine (32418-96-5) → (2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester (295788-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / toluene; tetrahydrofuran / 1 h / 20 °C

2: 95 percent / TEA; NMM / tetrahydrofuran / 24 h / 20 °C

With 4-methyl-morpholine; TEA; In tetrahydrofuran; toluene; 1: cyclocondensation / 2: Ring cleavage;

DOI:10.1016/S0960-894X(00)00281-X

Reference yield:

5,5-bis<<(phenylmethyl)thio>methyl>-2,4-imidazolidinedione (32418-95-4) → (2-amino-3-benzylsulfanyl-2-benzylsulfanylmethyl-propionylamino)-acetic acid benzyl ester (295788-09-9)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. Ba(OH)2 / 192 h / Heating

2: 86 percent / toluene; tetrahydrofuran / 1 h / 20 °C

3: 95 percent / TEA; NMM / tetrahydrofuran / 24 h / 20 °C

With 4-methyl-morpholine; barium dihydroxide; TEA; In tetrahydrofuran; toluene; 1: Hydrolysis / 2: cyclocondensation / 3: Ring cleavage;

DOI:10.1016/S0960-894X(00)00281-X

upstream raw materials:

glycine benzyl ester p-toluenesulfonic acid salt

2,2-bis[(benzylthio)methyl]glycine N-carboxy anhydride

2,2-bis<(benzylthio)methyl>glycine

5,5-bis<<(phenylmethyl)thio>methyl>-2,4-imidazolidinedione

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-4-[1-(benzyloxycarbonylmethyl-carbamoyl)-2-benzylsulfanyl-1-benzylsulfanylmethyl-ethylcarbamoyl]-butyric acid benzyl ester