(2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

Base Information

Chemical Name:(2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester
CAS No.:144572-64-5
Molecular Formula:C₃₁H₄₆N₄O₁₄
Molecular Weight:698.725
Hs Code.:

(2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

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Chemical Property of (2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

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Technology Process of (2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

There total 7 articles about (2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl 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: 55.0%

: 73763-61-8,144664-89-1
(2S,3S)-2-((S)-2-Amino-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

: 144572-62-3
(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionic acid benzyl ester

: 144572-64-5
(2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; acetonitrile; for 2h;
DOI:10.1016/S0040-4039(00)61250-9

Reference yield:

: 144572-58-7,150730-91-9
Acetic acid (2R,3R,4R,5R,6S)-5-benzyloxy-2-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

: 144572-64-5
(2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DBU / CH₂Cl₂ / 0.25 h

2: 73 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -20 °C

3: H₂ / Pd-C / ethanol / 12 h / 760 Torr / Ambient temperature

4: 75 percent / DCC, HOBt / acetonitrile / 3 h / Ambient temperature

5: 55 percent / DCC, HOBt / acetonitrile; dimethylformamide / 2 h

With hydrogen; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; palladium on activated charcoal; boron trifluoride diethyl etherate; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)61250-9

Reference yield:

: 114953-48-9,114953-49-0,144572-57-6
Acetic acid (2S,3R,4R,5R,6S)-2-acetoxy-5-benzyloxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

: 144572-64-5
(2S,3S)-2-((S)-2-{(S)-2-[(S)-3-((2R,3R,4R,5R,6S)-3-Acetoxy-5-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-acetylamino-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionylamino)-3-hydroxy-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / Bu₃SnOEt / 1,2-dichloro-ethane / 3 h / Heating

2: DBU / CH₂Cl₂ / 0.25 h

3: 73 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -20 °C

4: H₂ / Pd-C / ethanol / 12 h / 760 Torr / Ambient temperature

5: 75 percent / DCC, HOBt / acetonitrile / 3 h / Ambient temperature

6: 55 percent / DCC, HOBt / acetonitrile; dimethylformamide / 2 h

With hydrogen; tributyltin ethoxide; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; palladium on activated charcoal; boron trifluoride diethyl etherate; In ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)61250-9