N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester

Base Information

Chemical Name:N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester
CAS No.:149967-09-9
Molecular Formula:C₂₂H₃₇NO₅Si
Molecular Weight:423.625
Hs Code.:

Synonyms:N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester

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Chemical Property of N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester

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Technology Process of N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester

There total 6 articles about N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester 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: 59.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 149967-08-8
N-<(phenylmethoxy)carbonyl>-D-homoserine, 1,1-dimethylethyl ester

: 149967-09-9
N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 21 ℃; for 18h;
DOI:10.1021/jm00031a018

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 149967-09-9
N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Na₂CO₃ / dioxane; H₂O / 15 h / 23 °C

2: H₂SO₄ / CH₂Cl₂ / 15 h

3: 97 percent / 1N NaOH / methanol / 2 h / 21 °C

4: N-methylmorpholine / tetrahydrofuran / 0.25 h / -10 - 23 °C

5: NaBH₄ / tetrahydrofuran; H₂O / 3 h / 21 °C

6: 59 percent / imidazole / dimethylformamide / 18 h / 21 °C

With 4-methyl-morpholine; 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00031a018

Reference yield:

: 28862-78-4
(+)-N-Cbz-β-methyl-D-aspartate

: 149967-09-9
N-<(phenylmethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-homoserine, 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: H₂SO₄ / CH₂Cl₂ / 15 h

2: 97 percent / 1N NaOH / methanol / 2 h / 21 °C

3: N-methylmorpholine / tetrahydrofuran / 0.25 h / -10 - 23 °C

4: NaBH₄ / tetrahydrofuran; H₂O / 3 h / 21 °C

5: 59 percent / imidazole / dimethylformamide / 18 h / 21 °C

With 4-methyl-morpholine; 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00031a018