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

Base Information

Chemical Name:(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butanal
CAS No.:351074-55-0
Molecular Formula:C₃₂H₄₁NO₅Si
Molecular Weight:547.767
Hs Code.:

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

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

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

There total 9 articles about (2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butanal 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%

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

: 351074-55-0
(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butanal

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 3h;
DOI:10.1016/S0040-4039(01)00470-1 DOI:10.1016/S0040-4020(03)01063-9

Reference yield:

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

: 351074-55-0
(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butanal

Guidance literature:: Multi-step reaction with 7 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

7: 95 percent / 2-iodoxybenzoic acid / dimethylsulfoxide / 3 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; dimethyl amine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; water; dimethyl sulfoxide; 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

: 351074-55-0
(2R,3R)-2-benzyloxy-3-[(tert-butyloxycarbonyl)amino]-4-({[tert-butyl(diphenyl)silyl]oxy}methyl)butanal

Guidance literature:: Multi-step reaction with 6 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

6: 95 percent / 2-iodoxybenzoic acid / dimethylsulfoxide / 3 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(03)01063-9