methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate

Base Information

• Chemical Name: methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate
• CAS No.: 1174229-46-9
• Molecular Formula: C₃₅H₃₈O₆S
• Molecular Weight: 586.749
• Mol file: 1174229-46-9.mol

Synonyms:methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate

Chemical Property of methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate

There total 2 articles about methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate 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:

methyl 2-[3-bromo-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate (1174229-45-8) + cyclopropylboronic acid (411235-57-9) → methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate (1174229-46-9)

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In water; toluene; at 87 ℃; for 20h; Inert atmosphere; Industrial scale;

DOI:10.1021/acs.oprd.6b00415

Reference yield:

(1S,4'R,5R,5'R)-4',5'-diphenylspiro[bicyclo[3.1.0]hexane-2,2'-[1,3]dioxolane] (625826-94-0) → methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate (1174229-46-9)

Guidance literature:

Multi-step reaction with 3 steps

1: chloro-trimethyl-silane; sodium iodide; water; sodium hydrogencarbonate / acetonitrile / 7 h / 23 °C / Inert atmosphere; Industrial scale

2: potassium tert-butylate; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / -11 - -8 °C / Inert atmosphere; Industrial scale

3: palladium diacetate; triphenylphosphine; potassium phosphate / toluene; water / 20 h / 87 °C / Inert atmosphere; Industrial scale

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; potassium phosphate; chloro-trimethyl-silane; potassium tert-butylate; water; palladium diacetate; sodium hydrogencarbonate; triphenylphosphine; sodium iodide; In tetrahydrofuran; water; toluene; acetonitrile; 3: |Suzuki Coupling;

DOI:10.1021/acs.oprd.6b00415

Reference yield:

methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate (1174229-46-9) → 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionic acid (1174231-38-9)

Guidance literature:

methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate; With water; sodium hydroxide; In tetrahydrofuran; methanol; for 0.5h; Reflux;

With hydrogenchloride; In chloroform; water; Cooling with ice;

upstream raw materials:

methyl 2-[3-bromo-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate

cyclopropylboronic acid

(1S,4'R,5R,5'R)-4',5'-diphenylspiro[bicyclo[3.1.0]hexane-2,2'-[1,3]dioxolane]

Downstream raw materials:

2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionic acid

(2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid

(2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-N-[5-(hydroxymethyl)pyrazin-2-yl]-3-[(R)-3-oxocyclopentyl]propanamide

C₃₁H₄₃N₃O₅SSi