(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester

Base Information

Chemical Name:(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester
CAS No.:382596-28-3
Molecular Formula:C24H29NO6
Molecular Weight:427.49016
Hs Code.:
DSSTox Substance ID:DTXSID001114430
Nikkaji Number:J1.687.148F
Mol file:382596-28-3.mol

Synonyms:382596-28-3;(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester;(4S,5R)-2,2-dimethyl-3-[(2-methylpropan-2-yl)oxycarbonyl]-4-(4-phenylmethoxyphenyl)-1,3-oxazolidine-5-carboxylic acid;DTXSID001114430;(4S,5R)-2,2-Dimethyl-3-(tert-butyloxycarbonyl)-4-[4-(benzyloxy)phenyl]oxazolidine-5-carboxylic acid;3-(1,1-Dimethylethyl) (4S,5R)-2,2-dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylate

Suppliers and Price of (4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester

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

TRC
(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylicAcid3-(1,1-Dimethylethyl)Ester
5mg
$ 690.00

Biosynth Carbosynth
(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic acid 3-(1,1-dimethylethyl) ester
10 mg
$ 1528.80

Biosynth Carbosynth
(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic acid 3-(1,1-dimethylethyl) ester
5 mg
$ 840.90

Biosynth Carbosynth
(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic acid 3-(1,1-dimethylethyl) ester
2 mg
$ 462.50

Biosynth Carbosynth
(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic acid 3-(1,1-dimethylethyl) ester
1 mg
$ 254.40

Total 2 raw suppliers

Chemical Property of (4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester

Chemical Property:

PSA：85.30000
LogP:4.70120
Storage Temp.:-20°C Freezer
Solubility.:Chloroform, Dichloromethane, Ethyl Acetate
XLogP3:4.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:427.19948764
Heavy Atom Count:31
Complexity:629

Purity/Quality:

98% ^*data from raw suppliers

(4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylicAcid3-(1,1-Dimethylethyl)Ester ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(N(C(C(O1)C(=O)O)C2=CC=C(C=C2)OCC3=CC=CC=C3)C(=O)OC(C)(C)C)C
Isomeric SMILES:CC1(N([C@H]([C@@H](O1)C(=O)O)C2=CC=C(C=C2)OCC3=CC=CC=C3)C(=O)OC(C)(C)C)C
Uses (4S,5R)-2,2-DiMethyl-4-[4-(phenylMethoxy)phenyl]-3,5-oxazolidinedicarboxylic acid 3-(1,1-DiMethylethyl) ester is used in the synthesis of Paclitaxel metabolite.

Technology Process of (4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester

There total 6 articles about (4S,5R)-2,2-Dimethyl-4-[4-(phenylmethoxy)phenyl]-3,5-oxazolidinedicarboxylic Acid 3-(1,1-Dimethylethyl) Ester 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:

: 382596-27-2
ethyl (4S,5R)-4-[4-(benzyloxy)phenyl]-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-5-carboxylate

: 382596-28-3
(4S,5R)-4-[4-(benzyloxy)phenyl]-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; at 22 ℃; for 2h;
DOI:10.1021/jo0102516

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 382596-28-3
(4S,5R)-4-[4-(benzyloxy)phenyl]-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / CH₂Cl₂ / 24 h / 20 °C

2.1: K₂[OsO₂(OH)4]; LiOH*H₂O; (DHQ)2PHAL / 2-methyl-propan-2-ol; H₂O; acetonitrile / 24 h / 0 - 5 °C

2.2: HCl / ethanol / 4 h / 90 °C

3.1: 23 g / NaHCO₃ / tetrahydrofuran / 5 h / 20 °C

4.1: 75 percent / PPTS / toluene / 8 h / 90 °C

5.1: LiOH*H₂O / tetrahydrofuran; methanol / 2 h / 22 °C

With lithium hydroxide; Hydroquinone 1,4-phthalazinediyl diether; K2; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 1.1: Wittig olefination / 2.1: Sharpless aminohydroxylation;
DOI:10.1021/jo0102516

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 382596-28-3
(4S,5R)-4-[4-(benzyloxy)phenyl]-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 23 g / NaHCO₃ / tetrahydrofuran / 5 h / 20 °C

2: 75 percent / PPTS / toluene / 8 h / 90 °C

3: LiOH*H₂O / tetrahydrofuran; methanol / 2 h / 22 °C

With lithium hydroxide; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/jo0102516