{(2S,3R)-3-[(Benzyloxy)methyl]oxiran-2-yl}methyl 4-nitrobenzoate

Base Information

Chemical Name:{(2S,3R)-3-[(Benzyloxy)methyl]oxiran-2-yl}methyl 4-nitrobenzoate
CAS No.:78513-08-3
Molecular Formula:C18H17 N O6
Molecular Weight:343.33
Hs Code.:2916399090
DSSTox Substance ID:DTXSID10583394
Wikidata:Q82474968
Mol file:78513-08-3.mol

Synonyms:78513-08-3;{(2S,3R)-3-[(Benzyloxy)methyl]oxiran-2-yl}methyl 4-nitrobenzoate;[(2S,3R)-3-(phenylmethoxymethyl)oxiran-2-yl]methyl 4-nitrobenzoate;(2S,3R)-(-)-3-(Benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoic acid ester;SCHEMBL3195423;DTXSID10583394;AKOS015888858;(2S,3R)-(-)-3-(Benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoic acid ester, >=99.0% (sum of enantiomers, HPLC)

Suppliers and Price of {(2S,3R)-3-[(Benzyloxy)methyl]oxiran-2-yl}methyl 4-nitrobenzoate

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

Sigma-Aldrich
(2S,3R)-(?)-3-(Benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoic acid ester ≥99.0% (sum of enantiomers, HPLC)
5g-f
$ 670.00

American Custom Chemicals Corporation
(2S,3R)-(-)-3-(BENZYLOXYMETHYL)OXIRANE-2-METHANOL 4-NITROBENZOIC ACID ESTER 95.00%
5MG
$ 495.23

Total 5 raw suppliers

Chemical Property of {(2S,3R)-3-[(Benzyloxy)methyl]oxiran-2-yl}methyl 4-nitrobenzoate

Chemical Property:

Vapor Pressure:1.69E-10mmHg at 25°C
Melting Point:78-80 °C
Refractive Index:1.588
Boiling Point:509.5°C at 760 mmHg
Flash Point:212.4°C
PSA：93.88000
Density:1.299g/cm³
LogP:3.25900
XLogP3:2.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:343.10558726
Heavy Atom Count:25
Complexity:451

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S,3R)-(?)-3-(Benzyloxymethyl)oxirane-2-methanol 4-nitrobenzoic acid ester ≥99.0% (sum of enantiomers, HPLC) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 22-24/25

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)COCC2C(O2)COC(=O)C3=CC=C(C=C3)[N+](=O)[O-]
Isomeric SMILES:C1=CC=C(C=C1)COC[C@@H]2[C@@H](O2)COC(=O)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of {(2S,3R)-3-[(Benzyloxy)methyl]oxiran-2-yl}methyl 4-nitrobenzoate

There total 4 articles about {(2S,3R)-3-[(Benzyloxy)methyl]oxiran-2-yl}methyl 4-nitrobenzoate 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: 62.0%

: 78513-07-2
(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol

: 62-23-7
4-nitro-benzoic acid

: 78513-08-3
(2S,3R)-p-nitrobenzoesaeure-(4-benzyloxy-2,3-epoxy-1-butyl)ester

Guidance literature:: With pyridine; p-toluenesulfonyl chloride; for 0.75h; Ambient temperature;
DOI:10.1002/hlca.19810640311

Reference yield:

: 78513-05-0
(4S,5S)-kohlensaeure-<(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>methylester

: 78513-08-3
(2S,3R)-p-nitrobenzoesaeure-(4-benzyloxy-2,3-epoxy-1-butyl)ester

Guidance literature:: Multi-step reaction with 4 steps

1: p-toluenesulfonic acid monohydrate / tetrahydrofuran; H₂O / 19 h / 70 - 75 °C

2: 1.) CF₃COOH, 2.) pyridine / 1.) methylene dichloride, 15 h., reflux, 2.) 42 h., 22 deg C, methylene dichloride

3: 93 percent / 1N KOH / tetrahydrofuran; methanol / 2.5 h / Ambient temperature

4: 62 percent / tosyl chloride, pyridine / 0.75 h / Ambient temperature

With pyridine; potassium hydroxide; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; trifluoroacetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1002/hlca.19810640311

Reference yield:

: 78469-84-8
Carbonic acid (2S,3S)-4-benzyloxy-2,3-dihydroxy-butyl ester methyl ester

: 78513-08-3
(2S,3R)-p-nitrobenzoesaeure-(4-benzyloxy-2,3-epoxy-1-butyl)ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) CF₃COOH, 2.) pyridine / 1.) methylene dichloride, 15 h., reflux, 2.) 42 h., 22 deg C, methylene dichloride

2: 93 percent / 1N KOH / tetrahydrofuran; methanol / 2.5 h / Ambient temperature

3: 62 percent / tosyl chloride, pyridine / 0.75 h / Ambient temperature

With pyridine; potassium hydroxide; p-toluenesulfonyl chloride; trifluoroacetic acid; In tetrahydrofuran; methanol;
DOI:10.1002/hlca.19810640311