(2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid

Base Information

• Chemical Name: (2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid
• CAS No.: 196097-77-5
• Molecular Formula: C₂₆H₃₄N₂O₁₃
• Molecular Weight: 582.562

Synonyms:(2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid

Chemical Property of (2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid

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Technology Process of (2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid

There total 1 articles about (2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid 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: 41.0%

N-benzyloxycarbonyl-L-treonine (19728-63-3) + 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3) → (2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid (196097-77-5)

Guidance literature:

With MS 4 Angstroem; boron trifluoride diethyl etherate; In dichloromethane; for 120h; Ambient temperature;

DOI:10.1021/ja971383c

Reference yield: 74.0%

(2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid (196097-77-5) + C11H25N2O2(1+)*BrH*Br(1-) → N-Benzyloxycarbonyl-L-threonyl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine choline ester bromide

Guidance literature:

With benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1002/(SICI)1521-3773(19990503)38:9<1250::AID-ANIE1250>3.0.CO;2-M

Reference yield: 74.0%

(2S,3R)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-butyric acid (196097-77-5) + C14H23N2O2(1+)*BrH*Br(1-) → N-Benzyloxycarbonyl-L-threonyl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-phenylalanine choline ester bromide

Guidance literature:

With benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1002/(SICI)1521-3773(19990503)38:9<1250::AID-ANIE1250>3.0.CO;2-M

upstream raw materials:

N-benzyloxycarbonyl-L-treonine

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

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