But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester

Base Information

• Chemical Name: But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester
• CAS No.: 482358-80-5
• Molecular Formula: C₃₈H₅₂N₂O₇
• Molecular Weight: 648.84
• Mol file: 482358-80-5.mol

Synonyms:

Chemical Property of But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester

There total 4 articles about But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl 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:

1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione (253265-97-3) + ((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-but-3-enyl-carbamic acid 1-phenyl-dec-9-enyl ester (482358-78-1) → But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester (482358-80-5)

Guidance literature:

With triethylamine; In dichloromethane; at 23 ℃;

DOI:10.1016/S0960-894X(02)00300-1

Reference yield:

(2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane (136465-89-9) → But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester (482358-80-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / propan-2-ol / 65 °C

2: Et₃N / CH₂Cl₂ / 23 °C

3: Ph₃P; H₂O / tetrahydrofuran / 23 °C

4: Et₃N / CH₂Cl₂ / 23 °C

With water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0960-894X(02)00300-1

Reference yield:

(2R,3S)-3-Azido-1-but-3-enylamino-4-phenyl-butan-2-ol (482358-74-7) → But-3-enyl-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-carbamic acid 1-phenyl-dec-9-enyl ester (482358-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 23 °C

2: Ph₃P; H₂O / tetrahydrofuran / 23 °C

3: Et₃N / CH₂Cl₂ / 23 °C

With water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(02)00300-1

upstream raw materials:

1-[[[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl]oxy]pyrrolidine-2,5-dione

((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-but-3-enyl-carbamic acid 1-phenyl-dec-9-enyl ester

(2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane

(2R,3S)-3-Azido-1-but-3-enylamino-4-phenyl-butan-2-ol

Downstream raw materials:

[(1S,2R)-1-Benzyl-2-hydroxy-3-((E)-2-oxo-15-phenyl-1-oxa-3-aza-cyclopentadec-12-en-3-yl)-propyl]-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester