Benzoic acid (2R,3S,4R,5S)-2-(1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,4R,5S)-2-(1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl ester
• CAS No.: 98095-65-9
• Molecular Formula: C₂₀H₂₉IO₆
• Molecular Weight: 492.351

Synonyms:Benzoic acid (2R,3S,4R,5S)-2-(1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl ester

Chemical Property of Benzoic acid (2R,3S,4R,5S)-2-(1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl ester

Chemical Property:

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Technology Process of Benzoic acid (2R,3S,4R,5S)-2-(1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl ester

There total 19 articles about Benzoic acid (2R,3S,4R,5S)-2-(1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl 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: 83.0%

benzoyl chloride (98-88-4) + (+/-)-(2S*,3R*,4S*,5R*)-4-<(2-methoxyethoxy)methoxy>-2-(1-iodoethyl)-2,4,5-trimethyl-3-tetrahydrofuranol (98095-63-7,98168-72-0,107657-74-9,107657-75-0,107657-79-4,110549-56-9,110549-57-0) → (+/-)-(2S*,3R*,4S*,5R*)-4-<(2-methoxyethoxy)methoxy>-2-(1-iodoethyl)-2,4,5-trimethyl-3-tetrahydrofuranyl benzoate (98095-65-9,107657-76-1,107657-77-2,110549-58-1,110549-59-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1021/jo00232a001

Reference yield: 83.0%

(2S,3S,5R)-2-((R)-1-Iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-ol (98095-63-7,98168-72-0,107657-74-9,107657-75-0,107657-79-4,110549-56-9,110549-57-0) + benzoyl chloride (98-88-4) → Benzoic acid (2R,3R,4R,5S)-2-((S)-1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl ester (98095-65-9,107657-76-1,107657-77-2,110549-58-1,110549-59-2)

Guidance literature:

With dmap; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1016/S0040-4039(00)84485-8

Reference yield: 83.0%

(2S,3S,4S,5S)-2-((S)-1-Iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-ol (107657-74-9) + benzoyl chloride (98-88-4) → Benzoic acid (2S,3S,4R,5S)-2-((S)-1-iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-yl ester (98095-65-9,107657-76-1,107657-77-2,110549-58-1,110549-59-2)

Guidance literature:

With dmap; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1016/S0040-4039(00)84485-8

upstream raw materials:

(2R,3S,4S,5R)-2-((S)-1-Iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-tetrahydro-furan-3-ol

benzoyl chloride

(+/-)-(3R^*,4R^*)-4-(benzyloxy)-3-methyl-1-penten-3-ol

(+/-)-(3R^*,4R^*)-4-(benzyloxy)-3-<(2-methoxyethoxy)methoxy>-3-methyl-1-pentene

Downstream raw materials:

(+/-)-(2R^*,3S^*,4S^*,5R^*)-4-<(2-methoxyethoxy)methoxy>-2,4,5-trimethyl-2-vinyl-3-tetrahydrofuranyl benzoate

(+/-)-(2S^*,3R^*,4S^*,5R^*)-4-<(2-methoxyethoxy)methoxy>-2,4,5-trimethyl-2-vinyl-3-tetrahydrofuranyl benzoate

(+/-)-(2S^*,3S^*,4S^*,5R^*)-4-<(2-methoxyethoxy)methoxy>-2,4,5-trimethyl-2-vinyl-3-tetrahydrofuranyl benzoate

(+/-)-(2S^*,3S^*,4S^*,5R^*)-2-formyl-4-<(2-methoxyethoxy)methoxy>-2,4,5-trimethyl-3-tetrahydrofuranyl benzoate

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