(+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol

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Chemical Name:(+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol
CAS No.:351074-53-8
Molecular Formula:C₃₂H₄₃NO₅Si
Molecular Weight:549.783
Hs Code.:

Synonyms:(+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol

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Chemical Property of (+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol

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Technology Process of (+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol

There total 8 articles about (+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol 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: 95.0%

: 351074-51-6
(-)-(3R,4R)-1-(tert-butyloxycarbonyl)-3-benzyloxy-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-azetidinone

: 351074-53-8
(+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(01)00470-1

Reference yield:

: 148968-08-5
(+)-(3R,4R)-1-(p-anisyl)-3-benzyloxy-4-formyl-2-azetidinone

: 351074-53-8
(+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: Me₂NH / H₂O; benzene / 48 h / 20 °C

2: NaBH₄ / tetrahydrofuran; H₂O / 0 - 20 °C

3: 90 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 24 h / 20 °C

4: 72 percent / (NH₄)2Ce(NO₃)6 / H₂O; acetonitrile / 0.5 h / 0 °C

5: 92 percent / 4-(dimethylamino)pyridine / acetonitrile / 4 h / 20 °C

6: 95 percent / LiAlH₄ / tetrahydrofuran / 1.33 h / 0 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; dimethyl amine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(03)01063-9

Reference yield:

: 160334-80-5
(-)-(3R,4S)-trans-3-benzyloxy-4-formyl-1-(p-methoxyphenyl)-2-azetidinone

: 351074-53-8
(+)-(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄ / tetrahydrofuran; H₂O / 0 - 20 °C

2: 90 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 24 h / 20 °C

3: 72 percent / (NH₄)2Ce(NO₃)6 / H₂O; acetonitrile / 0.5 h / 0 °C

4: 92 percent / 4-(dimethylamino)pyridine / acetonitrile / 4 h / 20 °C

5: 95 percent / LiAlH₄ / tetrahydrofuran / 1.33 h / 0 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(03)01063-9