Benzotriazol-1-yl Prop-2-enyl Carbonate

Base Information

• Chemical Name: Benzotriazol-1-yl Prop-2-enyl Carbonate
• CAS No.: 102423-16-5
• Molecular Formula: C10H9 N3 O3
• Molecular Weight: 219.2
• European Community (EC) Number: 620-822-9
• DSSTox Substance ID: DTXSID60395702
• Wikidata: Q82195915
• Mol file: 102423-16-5.mol

Synonyms:102423-16-5;Benzotriazol-1-yl Prop-2-enyl Carbonate;Allyl (1H-benzo[d][1,2,3]triazol-1-yl) carbonate;1-({[(Prop-2-en-1-yl)oxy]carbonyl}oxy)-1H-benzotriazole;Allyl 1H-benzo[d][1,2,3]triazol-1-yl carbonate;SCHEMBL891434;DTXSID60395702;AKOS024351486;CS-0110088;ALLYL 1-BENZOTRIAZOLYL CARBONATE, 95%;1H-1,2,3-benzotriazol-1-yl prop-2-en-1-yl carbonate

Chemical Property of Benzotriazol-1-yl Prop-2-enyl Carbonate

Chemical Property:

• Melting Point: 110-113 °C(lit.)
• PSA: 66.24000
• LogP: 1.18250
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 219.06439116
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Hazard Codes: E,Xi
• Statements: 1-5-36/37/38
• Safety Statements: 15-26-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)ON1C2=CC=CC=C2N=N1

Technology Process of Benzotriazol-1-yl Prop-2-enyl Carbonate

There total 2 articles about Benzotriazol-1-yl Prop-2-enyl Carbonate 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: 91.0%

benzotriazol-1-ol (2592-95-2) + Allyl chloroformate (2937-50-0) → allyl 1-benzotriazolyl carbonate (102423-16-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.166667h;

DOI:10.1021/ja00161a006

Reference yield:

→ morpholino-Ser(OAloc)-OtBu + allyl 1-benzotriazolyl carbonate (102423-16-5)

Guidance literature:

Reference yield: 98.0%

C27H32Cl3NO8 (952429-83-3) + allyl 1-benzotriazolyl carbonate (102423-16-5) → 1-propenyl 6-O-allyloxycarbonyl-4-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (952429-84-4)

Guidance literature:

With dmap; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2007.07.036

upstream raw materials:

benzotriazol-1-ol

Allyl chloroformate

Downstream raw materials:

5'-o-monomethoxytrityl-3'-o-t-butyldimethylsilyl-N-allyloxycarbonyldeoxyadenosine

Carbonic acid allyl ester (2R,4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester