(2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide

Base Information

Chemical Name:(2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide
CAS No.:1314188-23-2
Molecular Formula:C₂₇H₃₈N₂O₆Si
Molecular Weight:514.694
Hs Code.:

Synonyms:(2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide

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Chemical Property of (2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide

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Technology Process of (2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide

There total 7 articles about (2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide 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: 75.0%

: tert-butyldiphenylsilyl 3,4,6-tri-O-acetyl-2-deoxy-2-[1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidin-2-ylcarbonylamido]-β-D-glucopyranoside

: 1314188-23-2
(2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide

Guidance literature:: With ammonia; In methanol;
DOI:10.1002/adsc.201100143

Reference yield:

: 1040201-51-1
1-O-tert-butyldiphenylsilyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 1314188-23-2
(2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid; zinc

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

3: ammonia / methanol

With ammonia; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc; In methanol;
DOI:10.1002/adsc.201100143

Reference yield:

: 90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8
2-deoxy-2-amino glucose

: 1314188-23-2
(2S)-N-[(2S,3S,4R,5S)-2-(tert-butyldiphenylsilyloxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]pyrrolidin-2-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydrogencarbonate

2: pyridine

3: benzylamine

4: 1H-imidazole

5: acetic acid; zinc

6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

7: ammonia / methanol

With pyridine; 1H-imidazole; ammonia; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzylamine; zinc; In methanol;
DOI:10.1002/adsc.201100143