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Product Details
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Chemical Properties |
white crystals or crystalline powder |
| Description | Boc-Sar-OH is a Glycine (HY-Y0966) derivative. |
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Uses |
Boc-N-methylglycine is used in the preparation of Clavatustide A (C563723) and Clavatustide B (C563725), which have been shown to suppress the proliferation of human hepatocellular carcinoma cells under specific conditions. BOC-SAR-OH is commercially available. |
InChI:InChI=1/C8H15NO4/c1-8(2,3)13-7(12)9(4)5-6(10)11/h5H2,1-4H3,(H,10,11)/p-1
Scheme 4 Electrolysis of Boc-Sar-OH to generate N,O-acetal intermediates followed by diversification with various classes of nucleophiles. …
According to the new strategy, we first prepared the tetrapeptide fragment as shown in Scheme 3, which started with commercially available Boc-Sar-OH 4. The carboxylic acid of 4 was …
sarcosine
di-tert-butyl dicarbonate
N-(tert-butoxycarbonyl)sarcosine
| Conditions | Yield |
|---|---|
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With triethylamine; In water; for 6h;
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100% |
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With triethylamine; In water; at 25 ℃; for 3h;
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97% |
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With sodium hydroxide; In 1,4-dioxane;
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95% |
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With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃;
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92% |
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With triethylamine; In water; at 20 ℃; for 3h;
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91% |
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In tetrahydrofuran;
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90% |
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With potassium carbonate; In 1,4-dioxane; water; at 20 ℃; for 12h;
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89% |
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With triethylamine; In water; for 6h;
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76.3% |
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With sodium hydroxide; In tetrahydrofuran; at 20 ℃;
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70% |
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With triethylamine; In acetonitrile; for 4h; Reflux;
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48% |
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With sodium hydroxide;
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With sodium hydroxide; In 1,4-dioxane; water;
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With sodium hydrogencarbonate; In ethanol;
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With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 24h;
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With sodium hydroxide; In water;
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With sodium hydroxide; In water;
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sarcosine; di-tert-butyl dicarbonate; With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 0.5h;
With sodium hydrogencarbonate; In water;
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sarcosine; di-tert-butyl dicarbonate; With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 0.5h;
With sodium hydrogencarbonate; In water;
With citric acid; In water; pH=3; Cooling with ice;
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sarcosine; di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃;
With hydrogenchloride; In tetrahydrofuran; water;
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With potassium hydroxide; In 1,4-dioxane; water; at 25 ℃; for 12h;
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With triethylamine; In water; at 0 - 20 ℃; for 4h;
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28.5 g |
BOC-glycine
methyl iodide
N-(tert-butoxycarbonyl)sarcosine
| Conditions | Yield |
|---|---|
|
With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 42h;
|
98% |
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With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 26h; Inert atmosphere;
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94% |
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With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 48h;
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92% |
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With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
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92% |
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With sodium hydride; In tetrahydrofuran; at 0 - 25 ℃; for 15h;
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92.5% |
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With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
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91% |
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With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
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91% |
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With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
|
88% |
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With sodium hydride; In tetrahydrofuran;
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N-(tert-butyloxycarbonyl) azide
sarcosine
1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate
di-tert-butyl dicarbonate
tert-butyl (2-(dimethylamino)-2-oxoethyl)(methyl)carbamate
tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-hydroxyethyl}-N-methylcarbamate
t-BuOCO-Sar-Gly-OCH2Ph2
Methyl-{[(S)-2-methyl-1-(4-nitro-phenylcarbamoyl)-propylcarbamoyl]-methyl}-carbamic acid tert-butyl ester
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