4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid

Base Information

• Chemical Name: 4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid
• CAS No.: 162877-56-7
• Molecular Formula: C₂₂H₂₅NO₆
• Molecular Weight: 399.444

Synonyms:4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid

Chemical Property of 4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid

Chemical Property:

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Technology Process of 4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid

There total 1 articles about 4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic 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: 23.0%

→ 4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid (162877-56-7)

Guidance literature:

Reference yield: 94.0%

L-glutamic acid di-tert-butyl ester hydrochloride (32677-01-3) + 4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid (162877-56-7) → (S)-2-{4-[(Benzyloxycarbonyl-tert-butoxycarbonylmethyl-amino)-methyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester (162877-57-8)

Guidance literature:

With triethylamine; diethyl dicarbonate; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1248/cpb.46.255

Reference yield:

4-(N-benzyloxycarbonyl-N-(t-butyloxycarbonylmethyl)-aminomethyl)benzoic acid (162877-56-7) → (S)-2-{4-[(tert-Butoxycarbonylmethyl-amino)-methyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester (162877-54-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / DEPC, Et₃N / dimethylformamide / 1 h / Ambient temperature

2: 67 percent / H₂ / 10percent Pd/C / methanol

With hydrogen; triethylamine; diethyl dicarbonate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.255

Downstream raw materials:

(S)-2-{4-[(Benzyloxycarbonyl-tert-butoxycarbonylmethyl-amino)-methyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

(S)-2-{4-[(tert-Butoxycarbonylmethyl-amino)-methyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

(S)-2-{4-[(R)-3-((R)-2,3-Bis-hexadecanoyloxy-propylsulfanylmethyl)-2,5-dioxo-piperazin-1-ylmethyl]-benzoylamino}-pentanedioic acid di-tert-butyl ester

(S)-2-[4-({[(R)-3-((R)-2,3-Bis-hexadecanoyloxy-propylsulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-tert-butoxycarbonylmethyl-amino}-methyl)-benzoylamino]-pentanedioic acid di-tert-butyl ester

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