(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid

Base Information

• Chemical Name: (R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid
• CAS No.: 98413-18-4
• Molecular Formula: C₁₈H₁₄N₂O₇S
• Molecular Weight: 402.384

Synonyms:(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid

Chemical Property of (R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid

Chemical Property:

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Technology Process of (R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid

There total 2 articles about (R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic 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: 89.0%

N-ethoxycarbonylphthalimide (22509-74-6) + (R)-2-Amino-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid (98413-13-9) → (R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid (98413-18-4)

Guidance literature:

With sodium carbonate; In water; for 5h; Ambient temperature;

DOI:10.1248/cpb.34.1128

Reference yield:

4-methoxy-2-nitroaniline (96-96-8) → (R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid (98413-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 percent / NaNO₂ / Ambient temperature

2: 89 percent / Na₂CO₃ / H₂O / 5 h / Ambient temperature

With sodium carbonate; sodium nitrite; In water;

DOI:10.1248/cpb.34.1128

Reference yield:

(R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid (98413-18-4) → (R)-3-(2-Amino-4-methoxy-phenylsulfanyl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;

DOI:10.1248/cpb.34.1128

upstream raw materials:

N-ethoxycarbonylphthalimide

(R)-2-Amino-3-(4-methoxy-2-nitro-phenylsulfanyl)-propionic acid

4-methoxy-2-nitroaniline

Downstream raw materials:

(R)-2-((R)-5-Carboxymethyl-7-methoxy-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-phenyl-butyric acid ethyl ester; hydrochloride

(S)-2-((R)-5-Carboxymethyl-7-methoxy-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-phenyl-butyric acid ethyl ester; hydrochloride

(R)-2-((R)-5-tert-Butoxycarbonylmethyl-7-methoxy-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-phenyl-butyric acid ethyl ester

(S)-2-((R)-5-tert-Butoxycarbonylmethyl-7-methoxy-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-phenyl-butyric acid ethyl ester

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