D-Aspartic acid, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, dimethyl ester

Base Information

• Chemical Name: D-Aspartic acid, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, dimethyl ester
• CAS No.: 142026-06-0
• Molecular Formula: C₁₇H₂₂N₂O₇
• Molecular Weight: 366.371
• Mol file: 142026-06-0.mol

Synonyms:

Chemical Property of D-Aspartic acid, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-Aspartic acid, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, dimethyl ester

There total 4 articles about D-Aspartic acid, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, dimethyl 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:

dimethyl (S)-malate (617-55-0) → Cbz-Ala-D-Asp(OMe)-OMe (142026-06-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / Et₃N, 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 0 °C

2: 1,1,3,3-tetramethylguanidium azide / CH₂Cl₂ / 4 h / Ambient temperature

3: 1.) Ph₃P, 2.) H₂O / 1.) THF, r. t., 2 d, 2.) 2 d

4: DCC, HOBT / tetrahydrofuran / 1.) 0 deg C, 3 h, 2.) r. t., overnight

With dmap; water; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; N,N,N′,N′-tetramethylguanidinium azide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)92245-8

Reference yield:

(S)-dimethyl 2-((p-nitrobenzene)sulfonyl)oxy succinate (130608-05-8) → Cbz-Ala-D-Asp(OMe)-OMe (142026-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,1,3,3-tetramethylguanidium azide / CH₂Cl₂ / 4 h / Ambient temperature

2: 1.) Ph₃P, 2.) H₂O / 1.) THF, r. t., 2 d, 2.) 2 d

3: DCC, HOBT / tetrahydrofuran / 1.) 0 deg C, 3 h, 2.) r. t., overnight

With water; benzotriazol-1-ol; dicyclohexyl-carbodiimide; triphenylphosphine; N,N,N′,N′-tetramethylguanidinium azide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)92245-8

Reference yield:

(R)-dimethyl 2-azidosuccinate (142026-01-5) → Cbz-Ala-D-Asp(OMe)-OMe (142026-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ph₃P, 2.) H₂O / 1.) THF, r. t., 2 d, 2.) 2 d

2: DCC, HOBT / tetrahydrofuran / 1.) 0 deg C, 3 h, 2.) r. t., overnight

With water; benzotriazol-1-ol; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)92245-8

upstream raw materials:

N-Cbz-Ala

dimethyl D-aspartate

dimethyl (S)-malate

(S)-dimethyl 2-((p-nitrobenzene)sulfonyl)oxy succinate