(S)-2-(iodomethyl)-5-methoxy-1-tosylindoline

Base Information

Chemical Name:(S)-2-(iodomethyl)-5-methoxy-1-tosylindoline
CAS No.:1380538-79-3
Molecular Formula:C₁₇H₁₈INO₃S
Molecular Weight:443.305
Hs Code.:

Synonyms:

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Chemical Property of (S)-2-(iodomethyl)-5-methoxy-1-tosylindoline

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Technology Process of (S)-2-(iodomethyl)-5-methoxy-1-tosylindoline

There total 9 articles about (S)-2-(iodomethyl)-5-methoxy-1-tosylindoline 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:

: 66236-18-8
N-(2-allyl-4-methoxy-phenyl)-4-methyl-benzenesulfonamide

: 1380538-79-3
(S)-2-(iodomethyl)-5-methoxy-1-tosylindoline

: (R)-2-(iodomethyl)-5-methoxy-1-tosylindoline

Guidance literature:: With N-iodo-succinimide; (S)-5-benzyl-3-(3',5'-bis(trifluoromethyl)phenyl)-2-thioxoimidazolidin-4-one; In dichloromethane; at -78 ℃; Overall yield = 23 %; Overall yield = 16 mg; stereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/chem.201404762

Reference yield:

: 66236-18-8
N-(2-allyl-4-methoxy-phenyl)-4-methyl-benzenesulfonamide

: C₁₇H₁₇NO₃S

: 1380538-79-3
(S)-2-(iodomethyl)-5-methoxy-1-tosylindoline

: (R)-2-(iodomethyl)-5-methoxy-1-tosylindoline

Guidance literature:: With 2-iodo-propane; manganese(IV) oxide; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In α,α,α-trifluorotoluene; at 105 ℃; for 6h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1002/anie.201109044

Reference yield:

: 71954-46-6
N-allyl-4-methoxyaniline

: 1380538-79-3
(S)-2-(iodomethyl)-5-methoxy-1-tosylindoline

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / 5,5-dimethyl-1,3-cyclohexadiene / 2 h / 180 °C / Inert atmosphere; Schlenk technique; Sealed tube

2: pyridine / dichloromethane / 25 °C / Inert atmosphere; Schlenk technique

3: (S)-5-benzyl-3-(3',5'-bis(trifluoromethyl)phenyl)-2-thioxoimidazolidin-4-one; N-iodo-succinimide / dichloromethane / -78 °C / Inert atmosphere; Schlenk technique

With pyridine; N-iodo-succinimide; boron trifluoride diethyl etherate; (S)-5-benzyl-3-(3',5'-bis(trifluoromethyl)phenyl)-2-thioxoimidazolidin-4-one; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;
DOI:10.1002/chem.201404762