Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate

Base Information

Chemical Name:Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate
CAS No.:134575-11-4
Molecular Formula:C₁₈H₂₆N₂O₂
Molecular Weight:302.417
Hs Code.:
DSSTox Substance ID:DTXSID201109328

Synonyms:134575-11-4;Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate;tert-butyl N-[[(1R,5S)-3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl]methyl]carbamate;Rel-tert-butyl (((1r,5s,6s)-3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl)methyl)carbamate;DTXSID201109328;MFCD23378529;AKOS037647543;AS-74047;CS-0047440;W14373;(1R,5S,6s)-3-Benzyl-6-[(Boc-amino)methyl]-3-azabicyclo[3.1.0]hexane;t-Butyl (((meso-1R,5S,6S)-3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl)methyl)carbamate;tert-Butyl (((1R,5S,6s)-3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl)methyl)carbamate;tert-butyl N-{[(1R,5S,6S)-3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl]methyl}carbamate;Tert-Butyl(((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate

Suppliers and Price of Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:302.199428076
Heavy Atom Count:22
Complexity:386

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)OC(=O)NCC1C2C1CN(C2)CC3=CC=CC=C3
Isomeric SMILES:CC(C)(C)OC(=O)NCC1[C@H]2[C@@H]1CN(C2)CC3=CC=CC=C3

Technology Process of Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate

There total 5 articles about Tert-Butyl (((Meso-1R,5S,6S)-3-Benzyl-3-Azabicyclo[3.1.0]Hexan-6-Yl)Methyl)Carbamate 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: 84.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 134575-10-3
[1α,5α,6α]-6-Aminomethyl-3-benzyl-3-azabicyclo[3.1.0]hexane

: 134575-11-4
((1R,5S,6S)-3-Benzyl-3-aza-bicyclo[3.1.0]hex-6-ylmethyl)-carbamic acid tert-butyl ester

Guidance literature:: With dmap; In dichloromethane; for 16h;

Reference yield:

: 134575-08-9
[1α,5α,6α]-3-Benzyl-3-azabicyclo[3.1.0]hexane-6-carboxaldehyde

: 134575-11-4
((1R,5S,6S)-3-Benzyl-3-aza-bicyclo[3.1.0]hex-6-ylmethyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: CH₃COONa; HONH₂*HCl / ethanol / 16 h / 20 °C

2: LiAlH₄ / tetrahydrofuran / 15 h / Heating

3: NEt₃ / dioxane; H₂O / 4 h / 20 °C

With lithium aluminium tetrahydride; hydroxylamine hydrochloride; sodium acetate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; water;
DOI:10.1016/j.bmcl.2004.03.070

Reference yield:

: 134575-07-8
(1α,5α,6α)-6-hydroxymethyl-3-benzyl-3-aza-bicyclo[3.1.0]hexane

: 134575-11-4
((1R,5S,6S)-3-Benzyl-3-aza-bicyclo[3.1.0]hex-6-ylmethyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: (ClCO)2; DMSO; NEt₃ / CH₂Cl₂ / 19 h / -75 - 20 °C

2: CH₃COONa; HONH₂*HCl / ethanol / 16 h / 20 °C

3: LiAlH₄ / tetrahydrofuran / 15 h / Heating

4: NEt₃ / dioxane; H₂O / 4 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; hydroxylamine hydrochloride; sodium acetate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1016/j.bmcl.2004.03.070