(2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

Base Information

Chemical Name:(2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester
CAS No.:198565-85-4
Molecular Formula:C₂₈H₃₉NO₈S
Molecular Weight:549.686
Hs Code.:

Synonyms:(2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

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Chemical Property of (2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

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Technology Process of (2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

There total 3 articles about (2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic 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:

: 16881-40-6
tert-butyl 2-(((benzyloxy)carbonyl)amino)propanoate

: 198565-85-4
(2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) hydrogen, 2.) Et₃N / 1.) 10percent Pd/C / 1.) THF, 24 h, 2.) 0 deg C, 5 h

2: LDA, SnCl₂ / tetrahydrofuran / -78 °C

With hydrogen; triethylamine; tin(ll) chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jo980205e

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 198565-85-4
(2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) hydrogen, 2.) Et₃N / 1.) 10percent Pd/C / 1.) THF, 24 h, 2.) 0 deg C, 5 h

2: LDA, SnCl₂ / tetrahydrofuran / -78 °C

With hydrogen; triethylamine; tin(ll) chloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jo980205e

Reference yield:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 69320-91-8
2-(Toluene-4-sulfonylamino)-propionic acid tert-butyl ester

: 198565-85-4
(2R,3S)-3-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

: (2S,3S)-3-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-2-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

Guidance literature:: With tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; Yield given. Yields of byproduct given;
DOI:10.1021/jo980205e