(S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester
• CAS No.: 824943-43-3
• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.373

Synonyms:(S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester

Chemical Property of (S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester

Chemical Property:

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MSDS Files:

SDS file from LookChem

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Technology Process of (S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester

There total 3 articles about (S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid 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: 97.0%

(S)-2-Benzyloxycarbonylamino-5-[1,3]dioxolan-2-yl-pentanoic acid (852822-01-6) + methyl iodide (74-88-4) → (S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester (824943-43-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/ol047774v

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → (S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester (824943-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / aq. NaOH; aq.NaHCO₃ / dioxane

2: 97 percent / K₂CO₃ / dimethylformamide / 2 h / 20 °C

With sodium hydroxide; sodium hydrogencarbonate; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/ol047774v

Reference yield:

(S)-2-amino-5-(1,3-dioxolane-2-yl)-pentanoic acid (215054-80-1,170242-34-9) → (S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester (824943-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / aq. NaOH; aq.NaHCO₃ / dioxane

2: 97 percent / K₂CO₃ / dimethylformamide / 2 h / 20 °C

With sodium hydroxide; sodium hydrogencarbonate; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/ol047774v

upstream raw materials:

(S)-2-Benzyloxycarbonylamino-5-[1,3]dioxolan-2-yl-pentanoic acid

methyl iodide

N-(Benzyloxycarbonyloxy)succinimide

(S)-2-amino-5-(1,3-dioxolane-2-yl)-pentanoic acid

Downstream raw materials:

(2S)-3,4-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

(S)-methyl 2-(2-aminobenzamido)-5-(1,3-dioxolan-2-yl)pentanoate

(2R,5S)-2-Allyl-3-oxo-hexahydro-imidazo[1,2-a]pyridine-1,5-dicarboxylic acid 1-benzyl ester 5-methyl ester

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