2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester

Base Information

• Chemical Name: 2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester
• CAS No.: 926895-32-1
• Molecular Formula: C₂₄H₃₇NO₆
• Molecular Weight: 435.561

Synonyms:2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester

Chemical Property of 2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester

Chemical Property:

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Technology Process of 2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester

There total 1 articles about 2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) 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: 70.0%

2,4-dimethyl-3-pentanol (600-36-2) + Boc-Glu-OBn (30924-93-7) → 2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester (926895-32-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.bmcl.2006.07.059

Reference yield: 95.0%

2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester (926895-32-1) → H-Glu[O-(2,4-dimethyl-3-pentyl)]-OBn (915193-99-6)

Guidance literature:

With sulfuric acid; In ethyl acetate;

DOI:10.1016/j.bmcl.2006.07.059

Reference yield:

2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(1-isopropyl-2-methyl-propyl) ester (926895-32-1) → (S)-2-{4-[(S)-1-Benzyloxycarbonyl-3-(1-isopropyl-2-methyl-propoxycarbonyl)-propylamino]-butyrylamino}-pentanedioic acid dibenzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂SO₄ / ethyl acetate

2: 38 percent / NaBH₃CN; AcOH / methanol / 20 °C

With sulfuric acid; sodium cyanoborohydride; acetic acid; In methanol; ethyl acetate;

DOI:10.1016/j.bmcl.2006.07.059

upstream raw materials:

2,4-dimethyl-3-pentanol

Boc-Glu-OBn

Downstream raw materials:

H-Glu[O-(2,4-dimethyl-3-pentyl)]-OBn

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