2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester

Base Information

• Chemical Name: 2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester
• CAS No.: 211936-26-4
• Molecular Formula: C₂₇H₄₁NO₉
• Molecular Weight: 523.624

Synonyms:2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester

Chemical Property of 2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester

Chemical Property:

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Technology Process of 2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester

There total 8 articles about 2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl 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:

heptanal (111-71-7) → 2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester (211936-26-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / FABCO / 18 h / Ambient temperature

2: methanol / 24 h

3: 98 percent / Et₃N / methanol / 0 - 20 °C

4: 80 percent / MsCl, DBU / CH₂Cl₂ / 2 h / -30 °C

5: 79 percent / methanol / Ambient temperature

6: 89 percent / NaCl / dimethylsulfoxide; H₂O / 140 °C

7: 1.) TFA, 2.) Py / 1.) CH₂Cl₂, 0 deg C, 30 min, rt, 5 h, 2.) CH₂Cl₂, rt, 5 h

With pyridine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; sodium chloride; In methanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(98)00562-6

Reference yield:

3,4-dimethoxybenzylamine (5763-61-1) → 2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester (211936-26-4)

Guidance literature:

Multi-step reaction with 6 steps

1: methanol / 24 h

2: 98 percent / Et₃N / methanol / 0 - 20 °C

3: 80 percent / MsCl, DBU / CH₂Cl₂ / 2 h / -30 °C

4: 79 percent / methanol / Ambient temperature

5: 89 percent / NaCl / dimethylsulfoxide; H₂O / 140 °C

6: 1.) TFA, 2.) Py / 1.) CH₂Cl₂, 0 deg C, 30 min, rt, 5 h, 2.) CH₂Cl₂, rt, 5 h

With pyridine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; sodium chloride; In methanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(98)00562-6

Reference yield:

(+/-)-methyl 3-hydroxy-2-methylenenonanoate (143164-96-9) → 2-{[(3,4-Dimethoxy-benzyl)-(2-methoxycarbonyl-acetyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester (211936-26-4)

Guidance literature:

Multi-step reaction with 6 steps

1: methanol / 24 h

2: 98 percent / Et₃N / methanol / 0 - 20 °C

3: 80 percent / MsCl, DBU / CH₂Cl₂ / 2 h / -30 °C

4: 79 percent / methanol / Ambient temperature

5: 89 percent / NaCl / dimethylsulfoxide; H₂O / 140 °C

6: 1.) TFA, 2.) Py / 1.) CH₂Cl₂, 0 deg C, 30 min, rt, 5 h, 2.) CH₂Cl₂, rt, 5 h

With pyridine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; sodium chloride; In methanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(98)00562-6

upstream raw materials:

3-chloro-3-oxopropanoic acid methyl ester

2-{[tert-Butoxycarbonyl-(3,4-dimethoxy-benzyl)-amino]-methyl}-3-hexyl-pentanedioic acid dimethyl ester

heptanal

3,4-dimethoxybenzylamine

Downstream raw materials:

1-(3,4-Dimethoxy-benzyl)-4-hydroxy-5-(1-methoxycarbonylmethyl-heptyl)-2-oxo-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester

3-[1-(3,4-Dimethoxy-benzyl)-4,6-dioxo-piperidin-3-yl]-nonanoic acid

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