Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2S,3S)-

Base Information

• Chemical Name: Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2S,3S)-
• CAS No.: 81177-24-4
• Molecular Formula: C18H20O3
• Molecular Weight: 284.355
• DSSTox Substance ID: DTXSID00450602
• Nikkaji Number: J863.765B
• Wikidata: Q82270390
• Mol file: 81177-24-4.mol

Synonyms:81177-24-4;(2S,3S)-2,3-Bis((benzyloxy)methyl)oxirane;SCHEMBL2386075;Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2S,3S)-;DTXSID00450602;(2S)-2beta,3alpha-Bis(benzyloxymethyl)oxirane

Chemical Property of Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2S,3S)-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 284.14124450
• Heavy Atom Count: 21
• Complexity: 254

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2C(O2)COCC3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@H]2[C@@H](O2)COCC3=CC=CC=C3

Technology Process of Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2S,3S)-

There total 11 articles about Oxirane, 2,3-bis[(phenylmethoxy)methyl]-, (2S,3S)- 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: 97.0%

(2S,3R)-1,4-bis(benzyloxy)-3-bromo-2-butylbenzoate (81135-44-6) → (S,S)-1,4-bis(benzyloxy)-2,3-epoxybutane (81177-24-4)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.5h; Ambient temperature;

DOI:10.1002/hlca.19830660742

Reference yield: 93.0%

Acetic acid (1S,2R)-3-benzyloxy-1-benzyloxymethyl-2-methanesulfonyloxy-propyl ester → (S,S)-1,4-bis(benzyloxy)-2,3-epoxybutane (81177-24-4)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/S0040-4039(99)00754-6

Reference yield: 92.0%

(E)-1,4-bis(benzyloxy)-2-butene (68972-93-0) → (2R*,3R*)-2,3-bis((benzyloxy)methyl)oxirane (68972-94-1,68973-05-7,80183-15-9,81177-24-4,110660-95-2,136458-56-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.3987/COM-10-S(E)16

upstream raw materials:

(E)-1,4-bis(benzyloxy)-2-butene

benzyl alcohol

(2S,3R)-1,4-bis(benzyloxy)-3-bromo-2-butylbenzoate

1,4-di-O-benzyl-2-chloro-2-deoxy-3-O-formyl-L-erythritol

Downstream raw materials:

(2R,3S)-1,4-Bis-benzyloxy-3-iodo-butan-2-ol

(2R*,3S*)-2,3-bis(benzyloxymethyl)-1,4-dioxane