(2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

Base Information

Chemical Name:(2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate
CAS No.:299926-07-1
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

Synonyms:(2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

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Chemical Property of (2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

Chemical Property:

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Technology Process of (2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

There total 4 articles about (2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate 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: 98.0%

: 299926-05-9
(2S,3R)-tert-Butyl 2-tert-butyldimethylsilyloxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

: 299926-07-1
(2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 0 - 25 ℃; for 1.5h;
DOI:10.1055/s-2000-6417

Reference yield:

: 79218-15-8
tert-butyl (E)-crotonate

: 299926-07-1
(2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / (DHQD)2PHAL; aq. K₂OsO₂(OH)4 / acetonitrile

2.1: 96 percent / imidazole / dimethylformamide / 20 h / 25 °C

3.1: NaH / tetrahydrofuran

3.2: 90 percent / tetrahydrofuran / 48 h

4.1: 98 percent / HF / acetonitrile / 1.5 h / 0 - 25 °C

With 1H-imidazole; potassium dioxotetrahydroxoosmate(VI); hydrogen fluoride; sodium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1.1: Addition / 2.1: Substitution / 3.1: Metallation / 3.2: Methylation / 4.1: Substitution;
DOI:10.1055/s-2000-6417

Reference yield:

: 30830-47-8
benzyl N-chlorocarbamate

: 299926-07-1
(2S,3R)-tert-Butyl 2-hydroxy-3-(N-benzyloxycarbonyl-N-methyl)aminobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / (DHQD)2PHAL; aq. K₂OsO₂(OH)4 / acetonitrile

2.1: 96 percent / imidazole / dimethylformamide / 20 h / 25 °C

3.1: NaH / tetrahydrofuran

3.2: 90 percent / tetrahydrofuran / 48 h

4.1: 98 percent / HF / acetonitrile / 1.5 h / 0 - 25 °C

With 1H-imidazole; potassium dioxotetrahydroxoosmate(VI); hydrogen fluoride; sodium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1.1: Addition / 2.1: Substitution / 3.1: Metallation / 3.2: Methylation / 4.1: Substitution;
DOI:10.1055/s-2000-6417