(2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester

Base Information

Chemical Name:(2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester
CAS No.:676518-75-5
Molecular Formula:C₃₂H₄₀N₆O₁₃
Molecular Weight:716.702
Hs Code.:

(2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester

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Chemical Property of (2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester

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Technology Process of (2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester

There total 5 articles about (2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric 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: 43.0%

: 676518-74-4
1-O-(1-carboxylbutyl-4-oxyl) 2,3,4-tri-O-acetyl-α-L-fucopyranoside

: 214604-62-3
(2S,3S)-2-Amino-4-(2-amino-6-hydroxy-purin-9-yl)-3-hydroxy-butyric acid benzyl ester

: 676518-75-5
(2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;
DOI:10.1055/s-2003-44984

Reference yield:

: 28844-32-8
α-(2-amino-6-chloropurin-9-yl)acetaldehyde diethylacetal

: 676518-75-5
(2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: aq. HCl

2: Candida humicola AKU 4586 L-threonine aldolase / H₂O; various solvent(s) / 24 h / 30 °C / pH 7.5

3: 43 percent / DCC; HOBt; NMM / dimethylformamide

With 4-methyl-morpholine; hydrogenchloride; Candida humicola AKU 4586 L-threonine aldolase; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In water; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-44984

Reference yield:

: 10310-21-1
2-Amino-6-chloropurin

: 676518-75-5
(2S,3S)-4-(2-Amino-6-hydroxy-purin-9-yl)-3-hydroxy-2-[4-((2R,3S,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-butyrylamino]-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / K₂CO₃ / dimethylformamide / 100 °C

2: aq. HCl

3: Candida humicola AKU 4586 L-threonine aldolase / H₂O; various solvent(s) / 24 h / 30 °C / pH 7.5

4: 43 percent / DCC; HOBt; NMM / dimethylformamide

With 4-methyl-morpholine; hydrogenchloride; Candida humicola AKU 4586 L-threonine aldolase; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In water; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-44984