(R)-(9H-Fluoren-9-yl)methyl (1-(tert-butoxy)-3-hydroxypropan-2-yl)carbamate

Base Information

• Chemical Name: (R)-(9H-Fluoren-9-yl)methyl (1-(tert-butoxy)-3-hydroxypropan-2-yl)carbamate
• CAS No.: 198561-87-4
• Molecular Formula: C22H27NO4
• Molecular Weight: 369.45400
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40427136
• Wikidata: Q82239857
• Mol file: 198561-87-4.mol

Synonyms:198561-87-4;Fmoc-Serinol(tBu);(R)-(9H-Fluoren-9-yl)methyl (1-(tert-butoxy)-3-hydroxypropan-2-yl)carbamate;Fmoc-o-t-butyl-l-serinol;Fmoc-L-Serinol(tBu);Fmoc-Ser(tBu)-ol;9H-fluoren-9-ylmethyl N-[(2R)-1-hydroxy-3-[(2-methylpropan-2-yl)oxy]propan-2-yl]carbamate;SCHEMBL23157052;DTXSID40427136;MFCD00235946;AKOS015913962;BS-42155;CS-0187781;M03449;A879969;N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-serinol;(R)-(9H-fluoren-9-yl)methyl 1-tert-butoxy-3-hydroxypropan-2-ylcarbamate;(9H-Fluoren-9-yl)methyl (R)-(1-(tert-butoxy)-3-hydroxypropan-2-yl)carbamate;(9H-Fluoren-9-yl)methyl [(2R)-1-tert-butoxy-3-hydroxypropan-2-yl]carbamate;Carbamic acid, N-[(1R)-2-(1,1-dimethylethoxy)-1-(hydroxymethyl)ethyl]-, 9H-fluoren-9-ylmethyl ester

Chemical Property of (R)-(9H-Fluoren-9-yl)methyl (1-(tert-butoxy)-3-hydroxypropan-2-yl)carbamate

Chemical Property:

• Melting Point: 95-97 °C
• Boiling Point: 573.1±45.0 °C(Predicted)
• PKA: 10.98±0.46(Predicted)
• PSA: 67.79000
• Density: 1.161±0.06 g/cm3(Predicted)
• LogP: 4.09200
• Storage Temp.: Store at 0°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 369.19400834
• Heavy Atom Count: 27
• Complexity: 467

Purity/Quality:

98.5% ^*data from raw suppliers

Fmoc-o-t-butyl-l-serinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OCC(CO)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)(C)OC[C@@H](CO)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of (R)-(9H-Fluoren-9-yl)methyl (1-(tert-butoxy)-3-hydroxypropan-2-yl)carbamate

There total 8 articles about (R)-(9H-Fluoren-9-yl)methyl (1-(tert-butoxy)-3-hydroxypropan-2-yl)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: 90.0%

Fmoc-Ser(tBu)-OH (71989-33-8) → Fmoc-Ser(tBu)-ol (198561-87-4)

Guidance literature:

Fmoc-Ser(tBu)-OH; With 4-methyl-morpholine; In 1,2-dimethoxyethane; at -15 ℃; for 1h;

With sodium tetrahydroborate; In 1,2-dimethoxyethane; water; at -15 ℃; Further stages.;

DOI:10.1021/jo010656q

Reference yield: 86.0%

(S)-(9H-fluoren-9-yl)methyl (1-azido-3-(tert-butoxy)-1-oxopropan-2-yl)carbamate (329309-09-3) → Fmoc-Ser(tBu)-ol (198561-87-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; cooling;

Reference yield:

Fmoc-Ser(tBu)-OMe → Fmoc-Ser(tBu)-ol (198561-87-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; diethyl ether; at 20 ℃; for 1h;

DOI:10.1081/SCC-120020188

upstream raw materials:

Fmoc-Ser(tBu)-OH

(S)-(9H-fluoren-9-yl)methyl (1-azido-3-(tert-butoxy)-1-oxopropan-2-yl)carbamate

Refernces

• 1、 Brouwer, Arwin J.,Merkx, Remco,Dabrowska, Katarzyna,Rijkers, Dirk T. S.,Liskamp, Rob M. J.. "Synthesis and applications of β-aminoethanesulfonyl azides". . p. 455 - 460. Retrieved 2007/10/03.
• 2、 Somlai, Csaba,Peter, Antal,Forgo, Peter,Penke, Botond. "One-pot synthesis of N-protected β-chiral amino alcohols". . p. 1815 - 1820. Retrieved 2007/10/03.