(3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone]

Base Information

• Chemical Name: (3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone]
• CAS No.: 506444-78-6
• Molecular Formula: C₂₄H₃₀N₂O₇
• Molecular Weight: 458.511
• Mol file: 506444-78-6.mol

Synonyms:(3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone]

Chemical Property of (3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone]

There total 4 articles about (3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone] 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: 28.5%

4-(methoxycarbonyl)benzyl trans-1,3-butadiene-1-carbamate (152839-68-4) + (S)-3-(prop-2'-enoyl)-4-tert-butyloxazolidin-2-one (506444-76-4) → (3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone] (506444-78-6) + (3R',4S',4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone] (506444-77-5)

Guidance literature:

With 4-tert-Butylcatechol; In benzene; for 72h; Heating;

DOI:10.1021/ja020879d

Reference yield:

(S)-4-tert-butyloxazolidin-2-one (54705-42-9) → (3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone] (506444-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / LiCl; triethylamine / tetrahydrofuran / 4 h / 20 °C

2: 1,2-dihydroxy-4-(tert-butyl)benzene / benzene / 72 h / Heating

With 4-tert-Butylcatechol; triethylamine; lithium chloride; In tetrahydrofuran; benzene; 2: Diels-Alder reaction;

DOI:10.1021/ja020879d

Reference yield:

4-(methoxycarbonyl)benzyl alcohol (6908-41-4,58590-49-1) → (3'S,4'S,4S)-3'-(N'-p-methoxycarbonylbenzyloxycarbonylamino-1'-cyclohexene-4'-carbonyl)-[4-tert-butyl-2'-oxazolidinone] (506444-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: catechol / toluene / 0.5 h / Heating

2: 1,2-dihydroxy-4-(tert-butyl)benzene / benzene / 72 h / Heating

With 4-tert-Butylcatechol; benzene-1,2-diol; In toluene; benzene; 2: Diels-Alder reaction;

DOI:10.1021/ja020879d

upstream raw materials:

4-(methoxycarbonyl)benzyl trans-1,3-butadiene-1-carbamate

(S)-3-(prop-2'-enoyl)-4-tert-butyloxazolidin-2-one

(S)-4-tert-butyloxazolidin-2-one

4-(methoxycarbonyl)benzyl alcohol

Downstream raw materials:

(3S,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

rac-trans-2-aminocyclohexanecarboxylic acid

(3S,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-carboxylic acid