(2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate

Base Information

Chemical Name:(2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate
CAS No.:1585999-97-8
Molecular Formula:C₂₁H₃₃NO₇S
Molecular Weight:443.562
Hs Code.:

Synonyms:(2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate

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Chemical Property of (2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate

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Technology Process of (2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate

There total 10 articles about (2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate 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: 64.0%

: 1585999-96-7
(2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 1585999-97-8
(2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate

Guidance literature:: With pyridine; at 20 ℃; for 4h;
DOI:10.1016/j.ejmech.2014.01.036

Reference yield:

: 1585999-88-7
(4R,5S)-N,N-dibenzyl-1-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)oct-7-en-4-amine

: 1585999-97-8
(2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; tert-butyl alcohol; water / 4 h / 0 - 20 °C

2.1: hydrogen; 20% palladium hydroxide-activated charcoal / methanol / 1 h / 20 °C / 760.05 Torr

2.2: 2 h / 20 °C

3.1: sodium periodate / water; diethyl ether / 1 h / 20 °C

4.1: sodium tetrahydroborate / methanol / 3 h / 0 °C

5.1: pyridine / 2.5 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

6.2: 3 h / 0 °C

7.1: pyridine / 4 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 20% palladium hydroxide-activated charcoal; tetrabutyl ammonium fluoride; hydrogen; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; diethyl ether; water; tert-butyl alcohol;
DOI:10.1016/j.ejmech.2014.01.036

Reference yield:

: (3R,4S)-7-(tert-butyldimethylsilyloxy)-4-(tert-butyloxycarbonylamino)-3-(methoxy-methoxy)heptan-1-ol

: 1585999-97-8
(2R,3S)-tert-butyl 2-(3-hydroxypropyl)-3-(methoxymethoxy)pyrrolidine-1-carboxylate tosylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 2.5 h / 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

2.2: 3 h / 0 °C

3.1: pyridine / 4 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/j.ejmech.2014.01.036