(2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:771577-91-4
Molecular Formula:C₂₆H₃₈N₂O₁₂
Molecular Weight:570.594
Hs Code.:

(2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 3 articles about (2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-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: 81.0%

: 20298-35-5,22900-11-4,100678-43-1,109121-98-4,109122-00-1,119241-60-0,119241-61-1,119241-62-2
N-acetylneuraminic acid methyl ester

: 176665-91-1
Boc-Phe-OCH₂CF₃

: 771577-91-4
(2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With pyridine; 4 A molecular sieve; subtilisin Carlsberg ChiroCLEC-BL; at 20 ℃; for 168h;
DOI:10.1021/jo0491298

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 771577-91-4
(2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / dimethylaminopyridine; DCC / CH₂Cl₂ / 0 - 20 °C

2: 81 percent / subtilisin Carlsberg ChiroCLEC-BL; 4 Angstroem molecular sieves; pyridine / 168 h / 20 °C

With pyridine; dmap; 4 A molecular sieve; subtilisin Carlsberg ChiroCLEC-BL; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/jo0491298

Reference yield:

: 19342-33-7
N-acetyl neuraminic acid

: 771577-91-4
(2S,4S,5R,6R)-5-Acetylamino-6-[(1R,2R)-3-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyloxy)-1,2-dihydroxy-propyl]-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Amberlist H⁽¹⁺⁾ resin

2: 81 percent / subtilisin Carlsberg ChiroCLEC-BL; 4 Angstroem molecular sieves; pyridine / 168 h / 20 °C

With pyridine; 4 A molecular sieve; Amberlist H⁽¹⁺⁾ resin; subtilisin Carlsberg ChiroCLEC-BL;
DOI:10.1021/jo0491298