(S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

Base Information

Chemical Name:(S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester
CAS No.:176685-62-4
Molecular Formula:C₃₁H₄₃N₃O₁₃
Molecular Weight:665.695
Hs Code.:

(S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

Synonyms:(S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

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Chemical Property of (S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

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Technology Process of (S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

There total 7 articles about (S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl 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: 86.0%

: 30925-18-9
2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

: Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-aminomethyl-tetrahydro-pyran-4-yl ester; hydrochloride

: 176685-62-4
(S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 0 deg C, 30 min; 20 deg C, 10 h;
DOI:10.1021/ja9712027

Reference yield:

: 84856-53-1
3-phthalimido-4,5,7-tri-O-acetyl-2,6-anhydro-D-gulo-heptononitrile

: 176685-62-4
(S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd/C / tetrahydrofuran; ethanol / 16 h

2: 1.02 g / Et₃N / tetrahydrofuran / 10 h / 30 °C

3: hydrazine monohydrate / ethanol / 2 h / 80 °C

4: 345 mg / pyridine / 6 h / 20 °C

5: 100 percent / HCl / CH₂Cl₂; dioxane / 0.5 h / 20 °C

6: 86 percent / DCC, HOBt, Et₃N / CH₂Cl₂; tetrahydrofuran / 0 deg C, 30 min; 20 deg C, 10 h

With hydrogenchloride; hydrogen; benzotriazol-1-ol; hydrazine hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; ethanol; dichloromethane;
DOI:10.1021/ja9712027

Reference yield:

: Acetic acid (2R,3S,4R,5S,6S)-4-acetoxy-2-acetoxymethyl-5-amino-6-(tert-butoxycarbonylamino-methyl)-tetrahydro-pyran-3-yl ester

: 176685-62-4
(S)-2-tert-Butoxycarbonylamino-N-((2S,3S,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylmethyl)-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 345 mg / pyridine / 6 h / 20 °C

2: 100 percent / HCl / CH₂Cl₂; dioxane / 0.5 h / 20 °C

3: 86 percent / DCC, HOBt, Et₃N / CH₂Cl₂; tetrahydrofuran / 0 deg C, 30 min; 20 deg C, 10 h

With hydrogenchloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane;
DOI:10.1021/ja9712027