5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol

Base Information

Chemical Name:5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol
CAS No.:243662-98-8
Molecular Formula:C₃₀H₄₅NO₅Si
Molecular Weight:527.777
Hs Code.:

Synonyms:5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol

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Chemical Property of 5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol

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Technology Process of 5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol

There total 3 articles about 5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol 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: 60.0%

: 194146-46-8
(4S,5S,2E)-5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-2-hexen-1,4-diol

: 2,2-Dimethyl-propionic acid (1R,2R,3S)-1-[(S)-1-(benzhydrylidene-amino)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-butyl ester

: 243662-98-8
5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol

Guidance literature:: (4S,5S,2E)-5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-2-hexen-1,4-diol; With methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; at 20 ℃;

With sodium sulfite; In water; tert-butyl alcohol; for 0.333333h;
DOI:10.1021/jo9820115

Reference yield:

: 3282-30-2
pivaloyl chloride

: 243662-98-8
5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / 4-(dimethylamino)pyridine; pyridine / 48 h

2.1: K₃Fe(CN)6; K₂CO₃; CH₃SO₂NH₂ / K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / 20 °C

2.2: 50 percent / Na₂SO₃ / 2-methyl-propan-2-ol; H₂O / 0.33 h

With pyridine; dmap; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; 1.1: Acylation / 2.1: osmylation / 2.2: Hydrolysis;
DOI:10.1021/jo9820115

Reference yield:

: 194146-32-2
(4S,5S,2E)-5-amino-N-diphenylmethylene-1-O-tert-butyldimethylsilyl-2-hexen-1,4-diol

: 243662-98-8
5-amino-1-O-tert-butyldimethylsilyl-N-diphenylmethylene-4-O-pivaloyl-5-deoxy-L-galactitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / 4-(dimethylamino)pyridine; pyridine / 48 h

2.1: K₃Fe(CN)6; K₂CO₃; CH₃SO₂NH₂ / K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / 20 °C

2.2: 50 percent / Na₂SO₃ / 2-methyl-propan-2-ol; H₂O / 0.33 h

With pyridine; dmap; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; 1.1: Acylation / 2.1: osmylation / 2.2: Hydrolysis;
DOI:10.1021/jo9820115