(3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester

Base Information

• Chemical Name: (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester
• CAS No.: 225640-36-8
• Molecular Formula: C₂₈H₃₆N₂O₁₄
• Molecular Weight: 624.599
• Mol file: 225640-36-8.mol

Synonyms:(3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester

Chemical Property of (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester

There total 3 articles about (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-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: 88.0%

nitroveratryloxycarbonyl chloride (42855-00-5) + (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-octahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-5,9-dione (225640-35-7) → (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester (225640-36-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/ja983894k

Reference yield:

(3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 2,2,2-trichloro-ethyl ester (225640-34-6) → (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester (225640-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / Zn / ethanol / 8 h / Heating

2: 88 percent / Hunig's base / CH₂Cl₂ / 0.5 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; zinc; In ethanol; dichloromethane;

DOI:10.1021/ja983894k

Reference yield:

12-[1,3]dioxolan-2-ylmethylene-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 9H-fluoren-9-ylmethyl ester → (3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester (225640-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / tetrahydrofuran

2: Hunig's base / tetrahydrofuran

With piperidine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)01341-7

upstream raw materials:

nitroveratryloxycarbonyl chloride

(3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-octahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-5,9-dione

(3aR,6R,7S,8R,12aR)-12-[1-[1,3]Dioxolan-2-yl-meth-(E)-ylidene]-7,8-dihydroxy-6,7,8-trimethyl-5,9-dioxo-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 2,2,2-trichloro-ethyl ester

Downstream raw materials:

(3aR,6R,7S,8R,12aR)-7,8-Dihydroxy-6,7,8-trimethyl-5,9-dioxo-12-[2-oxo-eth-(E)-ylidene]-decahydro-4,10-dioxa-1-aza-cyclopentacycloundecene-1-carboxylic acid 4,5-dimethoxy-2-nitro-benzyl ester