(2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:114474-52-1
Molecular Formula:C₂₅H₃₅NO₉
Molecular Weight:493.554
Hs Code.:

(2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 4 articles about (2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl 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: 58.4%

: 100-39-0
benzyl bromide

: 102965-61-7
methyl (allyl 5-acetamido-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-α-D-galacto-2-nonulopyranosid)onate

: 114474-52-1
(2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With tetra-(n-butyl)ammonium iodide; silver(l) oxide; In various solvent(s);
DOI:10.1016/0008-6215(87)80067-8

Reference yield:

: 67670-69-3
N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

: 114474-52-1
(2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: silver salicylate

2: 81.4 percent / 0.1M sodium methoxyde / methanol

3: 81.8 percent / IR-120(H) ion exchange resin

4: 58.4 percent / silver oxide, tetrabutylammonium iodide / various solvent(s)

With IR-120(H) ion exchange resin; sodium methylate; tetra-(n-butyl)ammonium iodide; silver(l) oxide; silver salicylate; In methanol;
DOI:10.1016/0008-6215(87)80067-8

Reference yield:

: 102965-60-6
Methyl (allyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

: 114474-52-1
(2R,4S,5R,6R)-5-Acetylamino-2-allyloxy-6-[(S)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 81.8 percent / IR-120(H) ion exchange resin

2: 58.4 percent / silver oxide, tetrabutylammonium iodide / various solvent(s)

With IR-120(H) ion exchange resin; tetra-(n-butyl)ammonium iodide; silver(l) oxide; In various solvent(s);
DOI:10.1016/0008-6215(87)80067-8