(S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid)

Base Information

• Chemical Name: (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid)
• CAS No.: 323202-16-0
• Molecular Formula: C₃₀H₄₅N₃O₁₂
• Molecular Weight: 639.7
• Mol file: 323202-16-0.mol

Synonyms:(S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid)

Chemical Property of (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid)

There total 3 articles about (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic 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: 98.0%

dimethyl (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoate) (323202-15-9) → (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid) (323202-16-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1

Reference yield:

(S,S,S)-1,3,5-tris[(2-benzyloxycarbonylamino)-2-methoxycarbonylethyl]benzene (219583-65-0) → (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid) (323202-16-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / ethanol; ethyl acetate / 4 h

2: 89 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 98 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 0 °C

With lithium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; 1: Hydrogenation / 2: Acylation / 3: Hydrolysis;

DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1

Reference yield:

(S,S,S)-2-amino-3-[3,5-bis(2-amino-2-(methoxycarbonyl)ethyl)phenyl]propanoic acid methyl ester (221700-27-2) → (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoic acid) (323202-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 98 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 0 °C

With lithium hydroxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 1: Acylation / 2: Hydrolysis;

DOI:10.1002/1099-0690(200011)2000:22<3771::AID-EJOC3771>3.0.CO;2-1

upstream raw materials:

dimethyl (S,S,S)-2,2'-bis(tert-butyloxycarbonylamino)-3,3'-{5-[(2-tert-butyloxycarbonylamino)-2-(methoxycarbonyl)ethyl]-1,3-phenylene}bis(propanoate)

(S,S,S)-1,3,5-tris[(2-benzyloxycarbonylamino)-2-methoxycarbonylethyl]benzene

(S,S,S)-2-amino-3-[3,5-bis(2-amino-2-(methoxycarbonyl)ethyl)phenyl]propanoic acid methyl ester