N^α-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-N^α-(9-fluorenylmethoxycarbonyl)phenylalanine

Base Information

• Chemical Name: N^α-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-N^α-(9-fluorenylmethoxycarbonyl)phenylalanine
• CAS No.: 166108-60-7
• Molecular Formula: C₃₁H₃₄N₂O₆
• Molecular Weight: 530.621

Synonyms:N^α-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-N^α-(9-fluorenylmethoxycarbonyl)phenylalanine

Chemical Property of N^α-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-N^α-(9-fluorenylmethoxycarbonyl)phenylalanine

Chemical Property:

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Technology Process of N^α-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-N^α-(9-fluorenylmethoxycarbonyl)phenylalanine

There total 3 articles about N^α-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-N^α-(9-fluorenylmethoxycarbonyl)phenylalanine 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: 74.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + Nα-[N-(tert-butyloxycarbonyl)-2-aminoethyl]phenylalanine (131222-34-9) → Nα-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-Nα-(9-fluorenylmethoxycarbonyl)phenylalanine (166108-60-7)

Guidance literature:

With bis-(trimethylsilyl)acetamide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1039/b411219a

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → Nα-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-Nα-(9-fluorenylmethoxycarbonyl)phenylalanine (166108-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / NaBH₃CN / methanol

2: 74 percent / bis(trimethylsilyl)acetamide; DiPEA / CH₂Cl₂

With sodium cyanoborohydride; bis-(trimethylsilyl)acetamide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1039/b411219a

Reference yield:

N-(t-butoxycarbonyl)glycinal (89711-08-0) → Nα-[N-(tert-butyloxycarbonyl)-2-aminoethyl]-Nα-(9-fluorenylmethoxycarbonyl)phenylalanine (166108-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / NaBH₃CN / methanol

2: 74 percent / bis(trimethylsilyl)acetamide; DiPEA / CH₂Cl₂

With sodium cyanoborohydride; bis-(trimethylsilyl)acetamide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1039/b411219a

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

N^α-[N-(tert-butyloxycarbonyl)-2-aminoethyl]phenylalanine

L-phenylalanine

N-(t-butoxycarbonyl)glycinal

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