(1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid methyl ester
• CAS No.: 189130-16-3
• Molecular Formula: C₃₂H₃₉IO₁₀Si
• Molecular Weight: 738.646

Synonyms:(1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid methyl ester

Chemical Property of (1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid methyl ester

There total 2 articles about (1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic 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:

(1S,4S)-1-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dimethyl ester (189130-15-2) → (1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.03,7]nonane-9-carboxylic acid methyl ester (189130-16-3)

Guidance literature:

With iodine; silver trifluoroacetate; In 1,2-dimethoxyethane; for 12h; Yield given;

DOI:10.1016/S0040-4039(97)00454-1

Reference yield:

(1S,4S)-1-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester (189130-14-1) → (1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.03,7]nonane-9-carboxylic acid methyl ester (189130-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Mg / methanol / 2 h / 0 °C

2: I₂, AgOCOCF₃ / 1,2-dimethoxy-ethane / 12 h

With iodine; silver trifluoroacetate; magnesium; In methanol; 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(97)00454-1

Reference yield: 60.0%

(1R,2R,3S,6S,7S,9R)-7-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.03,7]nonane-9-carboxylic acid methyl ester (189130-16-3) → (1R,2R,4S,5S,6R)-1-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-5,6-bis-hydroxymethyl-7-oxa-bicyclo[2.2.1]heptan-2-ol (189130-17-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 3h; Heating;

DOI:10.1016/S0040-4039(97)00454-1

upstream raw materials:

(1S,4S)-1-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dimethyl ester

(1S,4S)-1-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester

Downstream raw materials:

(1R,2R,4S,5S,6R)-1-[(S)-2,2-Bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-5,6-bis-hydroxymethyl-7-oxa-bicyclo[2.2.1]heptan-2-ol

2,2-Dimethyl-propionic acid (1R,2R,3R,5S,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2,5-dihydroxy-cyclohexylmethyl ester

2,2-Dimethyl-propionic acid (1R,2R,3R,6S)-2-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-6-(2,2-dimethyl-propionyloxymethyl)-3-(1-ethoxy-ethoxy)-2-hydroxy-5-oxo-cyclohexylmethyl ester

2,2-Dimethyl-propionic acid (1R,2R,3S,4S,6R)-1-[(S)-2,2-bis-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethyl-propionyloxymethyl)-6-(1-ethoxy-ethoxy)-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl ester

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