1-[(1S,2R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester

Base Information

• Chemical Name: 1-[(1S,2R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester
• CAS No.: 133522-00-6
• Molecular Formula: C₃₃H₄₆O₆
• Molecular Weight: 538.725

Synonyms:

Chemical Property of 1-[(1S,2R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester

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Technology Process of 1-[(1S,2R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester

There total 2 articles about 1-[(1S,2R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl 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: 66.0%

cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methylphenyl ester (97234-26-9) + (R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde (103795-12-6) → 1-[(S)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester (133463-12-4,133521-98-9,133521-99-0,133522-00-6)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)79465-2

Reference yield:

cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methylphenyl ester (97234-26-9) + (S)-Benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetaldehyde (108275-55-4) → 1-[(1S,2R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester (133522-00-6) + 1-[(1R,2R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester (133521-99-0)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)79465-2

Reference yield: 100.0%

benzyl bromide (100-39-0) + 1-[(S)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester (133463-12-4,133521-98-9,133521-99-0,133522-00-6) → 1-[(S)-1,2-Bis-benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methyl-phenyl ester

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)79465-2

upstream raw materials:

cyclopropanecarboxylic acid 2,6-di-tert-butyl-4-methylphenyl ester

(R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

(S)-Benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetaldehyde

Downstream raw materials:

(1R,2S,5R)-2-Benzyloxy-4-(2-chloro-ethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-ene

((4R,6R,7S,8S)-7,8-Bis-benzyloxy-4-methoxy-5-oxa-spiro[2.5]oct-6-yl)-methanol

((4S,6R,7S,8R)-7,8-Bis-benzyloxy-4-methoxy-5-oxa-spiro[2.5]oct-6-yl)-methanol

{1-[(1S,2S)-1,2-Bis-benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-cyclopropyl}-methanol

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