Benzyl [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl]carbamate

Base Information

Chemical Name:Benzyl [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl]carbamate
CAS No.:206191-44-8
Molecular Formula:C16H21 N O6
Molecular Weight:323.346
Hs Code.:
DSSTox Substance ID:DTXSID30698055,DTXSID001113925
Mol file:206191-44-8.mol

Synonyms:DTXSID30698055;DTXSID001113925;206191-44-8;Benzyl [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl]carbamate;704910-23-6;Carbamic acid, [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)ethyl]-, phenylmethyl ester

Suppliers and Price of Benzyl [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl]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
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American Custom Chemicals Corporation
1-[N-BENZYLOXYCARBONYL-(1S)-1-AMINO-2-HYDROXYETHYL]-4-METHYL-2,6,7-TRIOXABICYCLO-[2.2.2]-OCTANE 95.00%
5MG
$ 497.64

Total 1 raw suppliers

Chemical Property of Benzyl [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl]carbamate

Chemical Property:

PSA：86.25000
LogP:1.40170
XLogP3:0.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:323.13688739
Heavy Atom Count:23
Complexity:398

Purity/Quality:

99% ^*data from raw suppliers

1-[N-BENZYLOXYCARBONYL-(1S)-1-AMINO-2-HYDROXYETHYL]-4-METHYL-2,6,7-TRIOXABICYCLO-[2.2.2]-OCTANE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC12COC(OC1)(OC2)C(CO)NC(=O)OCC3=CC=CC=C3

Technology Process of Benzyl [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl]carbamate

There total 4 articles about Benzyl [2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl]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: 93.0%

: 206191-42-6
(S)-(3-methyloxetan-3-yl)methyl 2-(((benzyloxy)carbonyl)-amino)-3-hydroxypropanoate

: 206191-44-8,851974-77-1
1-[N-benzyloxycarbonyl-(1S)-1-amino-2-hydroxyethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Guidance literature:: (S)-(3-methyloxetan-3-yl)methyl 2-(((benzyloxy)carbonyl)-amino)-3-hydroxypropanoate; With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 6h;

With triethylamine; In dichloromethane; for 0.5h;
DOI:10.1016/S0040-4020(00)01146-7

Reference yield:

: 99314-44-0
(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

: 206191-44-8,851974-77-1
1-[N-benzyloxycarbonyl-(1S)-1-amino-2-hydroxyethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 78 percent / NaI / dimethylformamide / 48 h

2.1: BF₃*Et₂O / CH₂Cl₂ / 6 h / 0 °C

2.2: 93 percent / Et₃N / CH₂Cl₂ / 0.5 h

With boron trifluoride diethyl etherate; sodium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(00)01146-7

Reference yield:

: 3143-02-0
3-hydroxymethyl-3-methyloxethane

: 206191-44-8,851974-77-1
1-[N-benzyloxycarbonyl-(1S)-1-amino-2-hydroxyethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / pyridine / 1.5 h

2.1: 78 percent / NaI / dimethylformamide / 48 h

3.1: BF₃*Et₂O / CH₂Cl₂ / 6 h / 0 °C

3.2: 93 percent / Et₃N / CH₂Cl₂ / 0.5 h

With boron trifluoride diethyl etherate; sodium iodide; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(00)01146-7