N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester

Base Information

• Chemical Name: N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester
• CAS No.: 138246-10-3
• Molecular Formula: C₂₃H₂₇NO₄
• Molecular Weight: 383.456

Synonyms:N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester

Chemical Property of N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester

Chemical Property:

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Technology Process of N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester

There total 1 articles about N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl 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: 68.0%

N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid (138246-06-7) + diazodiphenylmethane (908093-98-1) → N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester (138246-10-3)

Guidance literature:

In ethyl acetate; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)91015-4

Reference yield: 84.0%

N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester (138246-10-3) → 2R3S/2S3R-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester (138246-12-5)

Guidance literature:

With toluene-4-sulfonic acid; In diethyl ether; ethanol; Ambient temperature;

DOI:10.1016/S0040-4020(01)91015-4

Reference yield:

N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester (138246-10-3) → <(N-4-methoxybenzyloxycarbonyl)-(α-4-methoxybenzyl)-δ-(L-α-aminoadipoyl)>-S-(4-methoxybenzyl)-L-cysteinyl-L-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester (138246-03-4,138332-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / p-TsOH / ethanol; diethyl ether / Ambient temperature

2: EEDQ / CH₂Cl₂ / 24 h / Ambient temperature

With toluene-4-sulfonic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In diethyl ether; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)91015-4

upstream raw materials:

N-tert-butoxycarbonyl-(2R3S/2S3R)-2-amino-<3,4-2H2>pent-4-enoic acid

diazodiphenylmethane

Downstream raw materials:

2R3S/2S3R-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester

<(N-4-methoxybenzyloxycarbonyl)-(α-4-methoxybenzyl)-δ-(L-α-aminoadipoyl)>-S-(4-methoxybenzyl)-L-cysteinyl-L-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester

<(N-4-methoxybenzyloxycarbonyl)-(α-4-methoxybenzyl)-δ-(L-α-aminoadipoyl)>-S-(4-methoxybenzyl)-L-cysteinyl-D-3S-2-amino-<3,4-2H2>pent-4-enoic acid benzhydryl ester

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