(2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine

Base Information

• Chemical Name: (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine
• CAS No.: 1190855-53-8
• Molecular Formula: C₁₇H₂₅NO₆S
• Molecular Weight: 371.455

Synonyms:(2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine

Chemical Property of (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine

Chemical Property:

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Technology Process of (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine

There total 1 articles about (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine 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: 88.0%

(2R,3R)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester (868685-97-6) + methanesulfonyl chloride (124-63-0) → (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine (1190855-53-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.07.064

Reference yield: 61.0%

2-Iodophenol (533-58-4) + (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine (1190855-53-8) → (2R,3S)-2-[(2-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine (1190855-54-9)

Guidance literature:

With caesium carbonate; In 1,4-dioxane; for 25h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2009.07.064

Reference yield: 52.0%

p-Iodophenol (540-38-5) + (2R,3R)-2-(α-methanesulfonyloxyphenylmethyl)-N-tert-butoxycarbonylmorpholine (1190855-53-8) → (2R,3S)-2-[(4-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine (1190855-56-1)

Guidance literature:

With caesium carbonate; In 1,4-dioxane; for 25h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2009.07.064

upstream raw materials:

(2R,3R)-2-(α-hydroxyphenylmethyl)morpholine-4-carboxylic acid t-butyl ester

methanesulfonyl chloride

Downstream raw materials:

(2R,3S)-2-[(2-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine

(2R,3S)-2-[(4-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine

(2R,3S)-2-[(3-iodophenoxy)phenylmethyl]-N-tert-butoxycarbonylmorpholine

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