(4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: (4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester
• CAS No.: 848210-39-9
• Molecular Formula: C₂₇H₃₁Cl₂NO₈
• Molecular Weight: 568.451

Synonyms:(4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester

Chemical Property of (4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of (4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester

There total 1 articles about (4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl 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%

O-(2,6-dichlorobenzyl)-L-tyrosine-t-butyl ester (848210-40-2) + trans-(4R,5R)-1,3-dioxolane-4,5-dicarboxylic acid monoethyl ester (170869-85-9) → (4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester (848210-39-9)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1016/j.bmcl.2010.07.069

Reference yield: 90.0%

(4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester (848210-39-9) → (4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid (848210-41-3)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2010.07.069

Reference yield:

(4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester (848210-39-9) → (4R,5R)-5-{(S)-1-carboxy-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester (848211-00-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2h;

upstream raw materials:

O-(2,6-dichlorobenzyl)-L-tyrosine-t-butyl ester

trans-(4R,5R)-1,3-dioxolane-4,5-dicarboxylic acid monoethyl ester

Downstream raw materials:

(4R,5R)-5-{(S)-1-tert-butoxycarbonyl-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid

(4R,5R)-5-{(S)-1-carboxy-2-[4-(2,6-dichlorobenzyloxy)phenyl]ethylcarbamoyl}-[1,3]dioxolane-4-carboxylic acid ethyl ester

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