2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate

Base Information

• Chemical Name: 2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate
• CAS No.: 287381-46-8
• Molecular Formula: C23H27 Cl O2
• Molecular Weight: 291.44978
• European Community (EC) Number: 623-855-7
• DSSTox Substance ID: DTXSID90405565
• Nikkaji Number: J1.374.009G
• Wikidata: Q82210178
• Mol file: 287381-46-8.mol

Synonyms:2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate;287381-46-8;(2,7-ditert-butyl-9H-fluoren-9-yl)methyl carbonochloridate;2 7-DI(TERT-BUTYL)-9-FLUORENYLMETHYL;Carbonochloridic acid, [2,7-bis(1,1-dimethylethyl)-9H-fluoren-9-yl]methyl ester;SCHEMBL17308140;DTXSID90405565;FT-0741460;A936939;2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate, 97%;(2, 7-ditert-butyl-9H-fluoren-9-yl)methyl carbonochloridate;(2,7-DI-TERT-BUTYL-9H-FLUOREN-9-YL)METHYL CARBONOCHLORIDATE

Chemical Property of 2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate

Chemical Property:

• Vapor Pressure: 3.28E-08mmHg at 25°C
• Melting Point: 66-70 °C(lit.)
• Refractive Index: 1.55
• Boiling Point: 447.8°C at 760 mmHg
• Flash Point: 165.9°C
• Density: 1.11g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 370.1699578
• Heavy Atom Count: 26
• Complexity: 477

Purity/Quality:

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

2,7-DI-(TERT-BUTYL)-9-FLUORENYLMETHYL CHLOROFORMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=C(C=C1)C3=C(C2COC(=O)Cl)C=C(C=C3)C(C)(C)C
• Uses: 2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate may be used in the preparation of polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), a polymeric reagent for protecting amino groups.

Technology Process of 2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate

There total 4 articles about 2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate 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: 100.0%

phosgene (75-44-5) + [2,7-di-(tert-butyl)-9H-fluoren-9-yl]methanol (136453-59-3) → 2,7-di-tert-butyl-9-fluorenylmethoxycarbonyl chloride (287381-46-8)

Guidance literature:

In dichloromethane; toluene; at 20 ℃; for 72h;

DOI:10.1021/jo9915832

Reference yield: 95.0%

bis(trichloromethyl) carbonate (32315-10-9) + [2,7-di-(tert-butyl)-9H-fluoren-9-yl]methanol (136453-59-3) → 2,7-di-tert-butyl-9-fluorenylmethoxycarbonyl chloride (287381-46-8)

Guidance literature:

DOI:10.1016/S0960-894X(02)00261-5

Reference yield:

9H-fluorene (86-73-7) → 2,7-di-tert-butyl-9-fluorenylmethoxycarbonyl chloride (287381-46-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 93 percent / FeCl₃ / CS₂ / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.13 h / 0 - 5 °C

2.2: 63 percent / tetrahydrofuran; hexane / 0.83 h / 0 - 20 °C

3.1: 100 percent / CH₂Cl₂; toluene / 72 h / 20 °C

With n-butyllithium; iron(III) chloride; In tetrahydrofuran; carbon disulfide; hexane; dichloromethane; toluene; 1.1: Friedel-Crafts alkylation / 2.1: Metallation / 2.2: hydroxymethylation / 3.1: chloroacylation;

DOI:10.1021/jo9915832

upstream raw materials:

phosgene

[2,7-di-(tert-butyl)-9H-fluoren-9-yl]methanol

bis(trichloromethyl) carbonate

9H-fluorene

Downstream raw materials:

N-{3-[N'-(2,7-di-tert-butyl-9H-fluoren-9-ylmethoxycarbonyl)-hydrazinocarbonyl]-4-methoxy-phenyl}-oxalamic acid ethyl ester

N-{3-[N'-(2,7-di-tert-butyl-9H-fluoren-9-ylmethoxycarbonyl)-hydrazinocarbonyl]-4-methoxy-phenyl}-oxalamic acid

N'-(5-amino-2-methoxy-benzoyl)-hydrazinecarboxylic acid 2,7-di-tert-butyl-9H-fluoren-9-ylmethyl ester

N'-(2-methoxy-5-nitro-benzoyl)-hydrazinecarboxylic acid 2,7-di-tert-butyl-9H-fluoren-9-ylmethyl ester