3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1398565-37-1
• Molecular Formula: C₂₁H₂₉FN₂O₆S
• Molecular Weight: 456.535

Synonyms:3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester

Chemical Property of 3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester

There total 2 articles about 3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ⁶-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl 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:

(R)-5-(4-bromo-2-fluorobenzyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-[1,4,3]oxathiazine 4,4-dioxide (1398565-39-3) + tert-butyl-3-iodoazetidine-1-carboxylate (254454-54-1) → 3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester (1398565-37-1)

Guidance literature:

tert-butyl-3-iodoazetidine-1-carboxylate; With trichloromethyl silane; zinc; In N,N-dimethyl acetamide; ethylene dibromide; at 65 ℃;

(R)-5-(4-bromo-2-fluorobenzyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-[1,4,3]oxathiazine 4,4-dioxide; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; In N,N-dimethyl acetamide; ethylene dibromide; at 65 - 85 ℃; for 1h;

Reference yield:

5-(4-bromo-2-fluorobenzyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-[1,4,3]oxathiazine 4,4-dioxide (1398565-41-7) → 3-[3-fluoro-4-((R)-2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4λ6-[1,4,3]oxathiazin-5-ylmethyl)phenyl]azetidine-1-carboxylic acid tert-butyl ester (1398565-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HPLC column: OJ-H / ethanol; trifluoroacetic acid / Resolution of racemate

2.1: zinc; trichloromethyl silane / N,N-dimethyl acetamide; ethylene dibromide / 65 °C

2.2: 1 h / 65 - 85 °C

With trichloromethyl silane; zinc; In ethanol; N,N-dimethyl acetamide; ethylene dibromide; trifluoroacetic acid;

upstream raw materials:

5-(4-bromo-2-fluorobenzyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-[1,4,3]oxathiazine 4,4-dioxide

(R)-5-(4-bromo-2-fluorobenzyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-[1,4,3]oxathiazine 4,4-dioxide

tert-butyl-3-iodoazetidine-1-carboxylate

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