2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

Base Information

• Chemical Name: 2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester
• CAS No.: 344765-07-7
• Molecular Formula: C₁₈H₂₇NO₅
• Molecular Weight: 337.416

Synonyms:2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

Chemical Property of 2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

Chemical Property:

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Technology Process of 2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

There total 2 articles about 2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl 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:

methyl 2(S)-2-benzyloxycarbonylamino-4-tert-butoxycarbonylbutanoate (56877-41-9) → 2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester (344765-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5 percent Pd/C / methanol

2: NaBH₃CN; aq. AcOH / ethanol

With hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1055/s-2002-32988

Reference yield:

H-Glu(tBu)-OMe (53838-27-0) + 4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester (344765-07-7)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In ethanol;

DOI:10.1055/s-2002-32988

Reference yield: 82.0%

chloroacetyl chloride (79-04-9) + 2-(4-methoxy-benzylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester (344765-07-7) → N-(p-methoxybenzyl)-N-chloroacetyl-L-Glu(OtBu)-OMe (344765-20-4)

Guidance literature:

With methyloxirane; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo015559b

upstream raw materials:

H-Glu(tBu)-OMe

4-methoxy-benzaldehyde

methyl 2(S)-2-benzyloxycarbonylamino-4-tert-butoxycarbonylbutanoate

Downstream raw materials:

N-(p-methoxybenzyl)-N-chloroacetyl-L-Glu(O^tBu)-OMe

(S)-2-[((E)-But-2-enoyl)-(4-methoxy-benzyl)-amino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester

(E)-But-2-enoic acid ((S)-2-hydroxy-tetrahydro-pyran-3-yl)-(4-methoxy-benzyl)-amide

(S)-2-[((E)-But-2-enoyl)-(4-methoxy-benzyl)-amino]-5-hydroxy-pentanoic acid methyl ester

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