(3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

Base Information

Chemical Name:(3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate
CAS No.:1301703-35-4
Molecular Formula:C₃₂H₃₀N₂O₁₀
Molecular Weight:602.598
Hs Code.:

Synonyms:(3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

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Chemical Property of (3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

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Technology Process of (3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

There total 5 articles about (3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate 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: 22.0%

: 1301703-33-2
(3aS,4R,7S,7aR)-benzyl 4-(benzyloxycarbonylamino)-7-hydroxy-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

: 122-04-3
4-nitro-benzoyl chloride

: 1301703-35-4
(3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1039/c1cc10643k

Reference yield:

: 1301703-27-4
(3aS,7aR)-benzyl 2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

: 1301703-35-4
(3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutylammonium periodite / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

2: molybdenum hexacarbonyl / water; acetonitrile / 72 h / Reflux; Inert atmosphere

3: pyridine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutylammonium periodite; molybdenum hexacarbonyl; In dichloromethane; water; acetonitrile;
DOI:10.1039/c1cc10643k

Reference yield:

: 32359-20-9
(1S,2R)-1,2-dihydroxycyclohexa-3,5-diene-1-carboxylic acid

: 1301703-35-4
(3aS,4R,7S,7aR)-benzyl 7-(benzyloxycarbonylamino)-2,2-dimethyl-4-(4-nitrobenzoyloxy)-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-3a-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / acetone

2: triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

3: tetrabutylammonium periodite / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

4: molybdenum hexacarbonyl / water; acetonitrile / 72 h / Reflux; Inert atmosphere

5: pyridine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutylammonium periodite; toluene-4-sulfonic acid; triethylamine; molybdenum hexacarbonyl; In dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1039/c1cc10643k