(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol

Base Information

Chemical Name:(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol
CAS No.:174541-87-8
Molecular Formula:C₂₇H₃₃NO₇S
Molecular Weight:515.628
Hs Code.:

Synonyms:(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol

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Chemical Property of (2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol

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Technology Process of (2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol

There total 4 articles about (2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol 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: 67.0%

: 93-11-8
2-Naphthalenesulfonyl chloride

: 174541-86-7
(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-3,5-pentandiol

: 174541-87-8
(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol

Guidance literature:: With pyridine; at -10 ℃; for 3h;
DOI:10.1016/0957-4166(95)00434-3

Reference yield:

: 153805-45-9
(4R,5R)-4-(benzyloxy)methyl-5-(2-hydroxyethyl)-2-oxo-oxazolidine

: 174541-87-8
(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol

Guidance literature:: Multi-step reaction with 3 steps

1: aq. Ba(OH)2 / ethanol / Heating

2: Et₃N / tetrahydrofuran / Ambient temperature

3: 67 percent / pyridine / 3 h / -10 °C

With pyridine; barium dihydroxide; triethylamine; In tetrahydrofuran; ethanol;
DOI:10.1016/0957-4166(95)00434-3

Reference yield:

: 153805-41-5
methyl (4R,5R)-4-(benzyloxy)methyl-2-oxo-5-oxazolidineacetate

: 174541-87-8
(2R,3R)-1-benzyloxy-2-(tert-butoxycarbonyl)amino-5-<(β-naphthyl)sulphonyloxy>-3-pentanol

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / NaBH₄ / tetrahydrofuran; methanol / Ambient temperature

2: aq. Ba(OH)2 / ethanol / Heating

3: Et₃N / tetrahydrofuran / Ambient temperature

4: 67 percent / pyridine / 3 h / -10 °C

With pyridine; barium dihydroxide; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; ethanol;
DOI:10.1016/0957-4166(95)00434-3