Category: 121496-39-7

121496-39-7, name is tert-Butyl benzyl(2-hydroxyethyl)carbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of tert-Butyl benzyl(2-hydroxyethyl)carbamate

EXAMPLE IV N-tert.-Butoxycarbonyl-N-benzyl-glycine aldehyde STR32 Variant A 14.65 g (58.3 mmol) of the compound from Example III and 37.3 g (175 mmol) of pyridinium chlorochromate (Aldrich) are added to 500 ml of dichloromethane and the mixture is stirred at room temperature for 2 hours. The mixture is concentrated in a rotary evaporator and quickly filtered through a frit using 600 g of silica gel 60 (Merck) and a step gradient of 1 lof dichloromethane, 1l of dichloromethane/methanol 98/2 and 1.5 l of dichloromethane/methanol 95:5. 500 ml fractions were taken, and the product-containing eluates were combined, dried over sodium sulphate and concentrated in a rotary evaporator. Yield: 4 g (27.5% of theory)

The synthetic route of 121496-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US5095006; (1992); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 121496-39-7, A common heterocyclic compound, 121496-39-7, name is tert-Butyl benzyl(2-hydroxyethyl)carbamate, molecular formula is C14H21NO3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

TRIPHENYLPHOSPHINE (0.0125 mol) in dry THF (10 mL) was added to BENZYL- (2- hydroxy-ethyl) -carbamic acid tert-butyl ester 111-8 in THF (30 mL) at 0 C under nitrogen via a cannula. Diisopropyl azodicarboxylate (DIPAD) (0. 013 mol) was then added dropwise and the solution was stirred for 20 min at 0 C after the addition of DIPAD. Diphenyl phosphonic azide (DPPA) (0.0125 mol) was added at 0 C and the solution was stirred for 5 h at room temperature (TLC monitor the amount of 111-8). The solution was then concentrated in vacuo and the crude residue was purified by column chromatography to yield azide intermediate (silica gel, hexanes: EtOAc, 9.5 : 0.5). To a solution of above azide intermediate in THF (5 mL) were added Ph3P (0. 012 mol) and water (0.03 mol) at 0 C. THE mixture was stirred 2 h at 0 C and 21 h at room temperature. The solvent was removed under reduced pressure, and the residue was treated with 10 % citric acid (30 ML) and EtOAc (15 mL). The aqueous layer separated was washed EtOAc (10 mL X 2). Then the aqueous layer was basified with 2M NAOH and the alkaline solution was extracted with CH2C12 (30 ML X 3). The extracts were dried over anhydrous MgS04, and the solvent was then removed under reduced pressure to give pure product.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NORTHWESTERN UNIVERSITY; WO2005/26111; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 121496-39-7, name is tert-Butyl benzyl(2-hydroxyethyl)carbamate, A new synthetic method of this compound is introduced below., SDS of cas: 121496-39-7

Under nitrogen atmosphere, to an ice-cooled solution of 4-iodophenol (15.40 g), triphenylphosphine (22.03 g), and tert-butyl benzyl (2-hydroxyethyl) carbamate (21.05 g) in tetrahydrofuran (123 ml) was added diethyl azodicarboxylate (14.58 g) in tetrahydrofuran (31 ml) for 25 minutes, and the mixture was stirred at room temperature for 2 hours. After being concentrated, the mixture was treated with HEXANE/ETHYL acetate (5/1, 180 ml). The precipitate formed was filtered off, the filtrate was concentrated, and the residue was purified by column chromatography (silica gel, hexane/ethyl acetate) to give tert-butyl benzyl [2- (4- iodophenoxy) ethyl] carbamate (7.17 G) as a colorless oil. NMR (CDC13, B) : 1.45 (9H, s), 3.58 (2H, br s), 4.07 (2H, br s), 4.55 (2H, s), 6.62 (2H, d, J=8Hz), 7.10- 7.40 (5H, m), 7.53 (2H, d, J=8HZ) (+) ESI-MS (m/z): 476 (M+Na) +

The synthetic route of 121496-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD; WO2004/45610; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics