(2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

Base Information

Chemical Name:(2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol
CAS No.:301523-15-9
Molecular Formula:C₂₄H₃₇NO₄Si
Molecular Weight:431.648
Hs Code.:

Synonyms:(2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

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Chemical Property of (2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

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Technology Process of (2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

There total 4 articles about (2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol 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: 84.0%

: 208253-72-9
(2R,3S,4R)-N-diphenylmethylene-5-O-tert-butyldimethylsilyl-3-O-trimethylacetyl-4-aminopentane-1,2,3,5-tetraol

: 301523-15-9
(2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; methanol; Heating;
DOI:10.1016/S0040-4039(98)00495-X

Reference yield:

: 208253-71-8
(2R,3R)-N-diphenylmethylene-1-O-tert-butyldimethylsilyl-3-O-trimethylacetyl-2-amino-4-pentene-1,2-diol

: 301523-15-9
(2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

Guidance literature:: Multi-step reaction with 2 steps

1: K₂Os(OH)4; K₃Fe(CN)6; K₂CO₃ / 2-methyl-propan-2-ol; H₂O / 20 °C / pH 12

2: 84 percent / LiBH₄ / tetrahydrofuran / Heating

With lithium borohydride; K₂Os(OH)4; potassium carbonate; potassium hexacyanoferrate(III); In tetrahydrofuran; water; tert-butyl alcohol; 1: dihydroxylation / 2: Reduction;
DOI:10.1021/jo000527u

Reference yield:

: 208253-70-7
(2R,3R)-N-diphenylmethylene-1-O-tert-butyldimethylsilyl-2-amino-4-pentene-1,2-diol

: 301523-15-9
(2R,3S,4R)-N-diphenylmethyl-5-O-tert-butyldimethylsilyl-4-aminopentane-1,2,3,5-tetraol

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / DMAP; pyridine / 60 h / 0 - 20 °C

2: K₂Os(OH)4; K₃Fe(CN)6; K₂CO₃ / 2-methyl-propan-2-ol; H₂O / 20 °C / pH 12

3: 84 percent / LiBH₄ / tetrahydrofuran / Heating

With pyridine; dmap; lithium borohydride; K₂Os(OH)4; potassium carbonate; potassium hexacyanoferrate(III); In tetrahydrofuran; water; tert-butyl alcohol; 1: Acylation / 2: dihydroxylation / 3: Reduction;
DOI:10.1021/jo000527u