(4S)-2,2-Dimethyl-3-N-fmoc-4-(hydroxymethyl)oxazolidine

Base Information

Chemical Name:(4S)-2,2-Dimethyl-3-N-fmoc-4-(hydroxymethyl)oxazolidine
CAS No.:874817-21-7
Molecular Formula:C21H23NO4
Molecular Weight:353.418
Hs Code.:
DSSTox Substance ID:DTXSID801131682
Nikkaji Number:J2.271.312D
Mol file:874817-21-7.mol

Synonyms:874817-21-7;(4S)-2,2-DIMETHYL-3-N-FMOC-4-(HYDROXYMETHYL)OXAZOLIDINE;9H-fluoren-9-ylmethyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate;3-Oxazolidinecarboxylic acid, 4-(hydroxymethyl)-2,2-dimethyl-, 9H-fluoren-9-ylmethyl ester, (4S)-;DTXSID801131682;3-Oxazolidinecarboxylic acid, 4-(hydroxyMethyl)-2,2-diMethyl-,9H-fluoren-9-ylMethyl ester, (4S)-;AMY21439;A934152;(9H-fluoren-9-yl)methyl (S)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate;9H-Fluoren-9-ylmethyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-3-oxazolidinecarboxylate

Suppliers and Price of (4S)-2,2-Dimethyl-3-N-fmoc-4-(hydroxymethyl)oxazolidine

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

Total 7 raw suppliers

Chemical Property of (4S)-2,2-Dimethyl-3-N-fmoc-4-(hydroxymethyl)oxazolidine

Chemical Property:

PSA：59.00000
LogP:3.30260
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:353.16270821
Heavy Atom Count:26
Complexity:500

Purity/Quality:: 99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(N(C(CO1)CO)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C
Isomeric SMILES:CC1(N([C@H](CO1)CO)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C

Technology Process of (4S)-2,2-Dimethyl-3-N-fmoc-4-(hydroxymethyl)oxazolidine

There total 4 articles about (4S)-2,2-Dimethyl-3-N-fmoc-4-(hydroxymethyl)oxazolidine 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:

: 73724-45-5,136083-72-2,116861-26-8
(R)-N-(fluoren-9-ylmethoxycarbonyl)serine

: 874817-21-7
4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂ / 20 °C

2: TsOH / benzene / Heating

3: NaBH₄; LiCl / tetrahydrofuran / Heating

With sodium tetrahydroborate; thionyl chloride; toluene-4-sulfonic acid; lithium chloride; In tetrahydrofuran; benzene; 1: Esterification / 2: Cyclization / 3: Reduction;
DOI:10.1246/bcsj.73.417

Reference yield:

: 874817-15-9
2,2-dimethyloxazolidine-3,4-dicarboxylic acid 3-(9H-fluoren-9-ylmethyl) ester 4-methyl ester

: 874817-21-7
4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; Heating;
DOI:10.1246/bcsj.73.417

Reference yield:

: 874817-14-8
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropionic acid methyl ester

: 874817-21-7
4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / BF₃*Et₂O / acetone / 3 h / 20 °C

2: 9.56 g / LiBH₄ / diethyl ether; toluene / 20 °C

With lithium borohydride; boron trifluoride diethyl etherate; In diethyl ether; acetone; toluene;
DOI:10.1021/ol052623t