(3aS,7aS)-Benzyl 2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Base Information

Chemical Name:(3aS,7aS)-Benzyl 2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate
CAS No.:304436-19-9
Molecular Formula:C17H22BrNO4
Molecular Weight:384.26488
Hs Code.:
DSSTox Substance ID:DTXSID40466363
Nikkaji Number:J1.370.703K

Synonyms:304436-19-9;(3aS,7aS)-Benzyl 2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate;DTXSID40466363;(3aS,7aS)-Benzyl2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Suppliers and Price of (3aS,7aS)-Benzyl 2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemicals and raw materials
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Total 1 raw suppliers

Chemical Property of (3aS,7aS)-Benzyl 2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:383.07322
Heavy Atom Count:23
Complexity:415

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1(CC2C(O1)CCCN2C(=O)OCC3=CC=CC=C3)CBr
Isomeric SMILES:COC1(C[C@H]2[C@@H](O1)CCCN2C(=O)OCC3=CC=CC=C3)CBr

Technology Process of (3aS,7aS)-Benzyl 2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

There total 5 articles about (3aS,7aS)-Benzyl 2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-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:

: 67-56-1
methanol

: (3aS,7aS)-2-Methylene-hexahydro-furo[3,2-b]pyridine-4-carboxylic acid benzyl ester

: 304436-19-9
benzyl (3aS,7aS)-2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(00)01109-1

Reference yield:

: 244056-97-1
Benzyl 2-allyl-3-oxo-1-piperidinecarboxylate

: 304436-19-9
benzyl (3aS,7aS)-2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / baker's yeast; sucrose; K₂CO₃ / H₂O; ethanol / 90 h / 15 °C

2: 87 percent / NBS / acetonitrile / 0.5 h / 20 °C

3: potassium tert-butoxide / tetrahydrofuran / 0.25 h / 20 °C

4: 2.17 g / NBS / tetrahydrofuran / 1 h / 20 °C

With N-Bromosuccinimide; baker's yeast; potassium tert-butylate; potassium carbonate; Sucrose; In tetrahydrofuran; ethanol; water; acetonitrile;
DOI:10.1016/S0040-4020(00)01109-1

Reference yield:

: 304436-17-7,244056-94-8
benzyl (2S,3S)-2-allyl-3-hydroxypiperidine-1-carboxylate

: 304436-19-9
benzyl (3aS,7aS)-2-(bromomethyl)-2-methoxyhexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / NBS / acetonitrile / 0.5 h / 20 °C

2: potassium tert-butoxide / tetrahydrofuran / 0.25 h / 20 °C

3: 2.17 g / NBS / tetrahydrofuran / 1 h / 20 °C

With N-Bromosuccinimide; potassium tert-butylate; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4020(00)01109-1