(Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide

Base Information

Chemical Name:(Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide
CAS No.:862888-46-8
Molecular Formula:C₃₉H₄₂N₂O₈
Molecular Weight:666.771
Hs Code.:

Synonyms:(Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide

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Chemical Property of (Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide

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Technology Process of (Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide

There total 6 articles about (Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide 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:

: 862888-53-7
(Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-tert-butyldimethylsiloxy-4,5,7-tribenzyloxy-2-heptenamide

: 862888-46-8
(Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; at 0 ℃; for 73.5h;
DOI:10.1248/cpb.53.529

Reference yield:

: 862888-52-6
(Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-tert-butyldimethylsiloxy-4,5,7-tribenzyloxy-2-heptenoic acid

: 862888-46-8
(Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide

Guidance literature:: Multi-step reaction with 3 steps

1: 85.1 percent / 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenzotriazole; N-ethyldiisopropylamine / CH₂Cl₂ / 23.5 h / 20 °C

2: 95.1 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h / 20 °C

3: HF-pyridine / tetrahydrofuran; pyridine / 73.5 h / 0 °C

With benzotriazol-1-ol; Dess-Martin periodane; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1248/cpb.53.529

Reference yield:

: 862888-57-1
(Z,4R,5S,6R)-N-2'-hydroxypropyl-2-benzyloxycarbonylamino-6-tert-butyldimethylsiloxy-4,5,7-tribenzyloxy-2-heptenamide

: 862888-46-8
(Z,4R,5S,6R)-N-2'-oxopropyl-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenamide

Guidance literature:: Multi-step reaction with 2 steps

1: 95.1 percent / Dess-Martin reagent / CH₂Cl₂ / 1 h / 20 °C

2: HF-pyridine / tetrahydrofuran; pyridine / 73.5 h / 0 °C

With Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1248/cpb.53.529