Methyl 4-benzyl-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylate

Base Information

• Chemical Name: Methyl 4-benzyl-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylate
• CAS No.: 93250-97-6
• Molecular Formula: C17H23 N O4
• Molecular Weight: 305.37
• Hs Code.: 2934999090
• Mol file: 93250-97-6.mol

Synonyms:4-Oxazolidinecarboxylicacid, 2-(1,1-dimethylethyl)-3-formyl-4-(phenylmethyl)-, methyl ester, (2R-cis)-(9CI)

Chemical Property of Methyl 4-benzyl-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylate

Chemical Property:

• PSA: 55.84000
• LogP: 2.57550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-benzyl-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylate

There total 4 articles about Methyl 4-benzyl-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylate 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: 52.0%

benzyl bromide (100-39-0) + (2R,4S)-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylic acid methyl ester (93250-91-0,131233-89-1) → (2R,4S)-methyl 4-benzyl-2-tert-butyl-3-formyloxazolidine-4-carboxylate (93250-97-6)

Guidance literature:

With lithium diisopropyl amide; 1) THF, -78 deg C, 2) THF - DMPU;

DOI:10.1016/S0040-4039(01)81227-2

Reference yield:

pivalaldehyde (630-19-3) → (2R,4S)-methyl 4-benzyl-2-tert-butyl-3-formyloxazolidine-4-carboxylate (93250-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / pentane / 16 h / Heating

2: diethyl ether / 6 h / 0 °C

3: 1) Li(i-Pr)2N, DMPU / tetrahydrofuran; hexane / 0.17 h / -78 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; pentane;

DOI:10.1002/hlca.19870700426

Reference yield:

(2RS,5S)-2-(tert-butyl)-5-methoxycarbonyl-1,3-oxazolidine (190080-34-3) → (2R,4S)-methyl 4-benzyl-2-tert-butyl-3-formyloxazolidine-4-carboxylate (93250-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 6 h / 0 °C

2: 1) Li(i-Pr)2N, DMPU / tetrahydrofuran; hexane / 0.17 h / -78 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1002/hlca.19870700426

upstream raw materials:

benzyl bromide

(2R,4S)-2-tert-butyl-3-formyl-1,3-oxazolidine-4-carboxylic acid methyl ester

pivalaldehyde

(2RS,5S)-2-(tert-butyl)-5-methoxycarbonyl-1,3-oxazolidine

Downstream raw materials:

(S)-(+)-2-amino-2-hydroxymethyl-3-phenylpropionic acid methyl ester

C₂₀H₂₉N₃O₈

(S)-2-(Benzyloxyamino-methyl)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

methyl (S)-2-benzyl-2-(tert-butoxycarbonylamino)-3-hydroxypropanoate

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