(2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid

Base Information

• Chemical Name: (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid
• CAS No.: 138207-69-9
• Molecular Formula: C₂₃H₂₈N₂O₇
• Molecular Weight: 444.485
• Mol file: 138207-69-9.mol

Synonyms:

Chemical Property of (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid

There total 1 articles about (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid 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:

(3R)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid methyl ester (138207-67-7,138207-68-8,138207-73-5,138207-74-6) → (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid (138207-69-9) + (2R,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid (138207-70-2)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jm00083a013

Reference yield: 63.0%

alanylproline methyl ester hydrochloride (71067-42-0) + (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid (138207-69-9) → (S)-1-[(S)-2-((2S,3R)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid methyl ester (144647-60-9)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; trifluoroacetic acid; 1.) 0 deg C, 30 min, 2.) (after addition of DCC in CH₂Cl₂) r.t., 24 h;

DOI:10.1002/ardp.19923250812

Reference yield: 60.0%

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) + (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid (138207-69-9) → (S)-1-((2S,3R)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoyl)-pyrrolidine-2-carboxylic acid benzyl ester (144647-59-6)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; trifluoroacetic acid; 1.) 0 deg C, 30 min, 2.) (after addition of DCC in CH₂Cl₂) r.t., 24 h;

DOI:10.1002/ardp.19923250812

upstream raw materials:

(3R)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid methyl ester

Downstream raw materials:

(S)-2-((2R,3S)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-4-methyl-pentanoic acid methyl ester

(S)-2-((2S,3S)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-4-methyl-pentanoic acid methyl ester

(S)-2-((2S,3S)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-3-(1H-indol-3-yl)-propionic acid methyl ester

(R)-2-((2R,3S)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-3-(1H-indol-3-yl)-propionic acid methyl ester