cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid

Base Information

• Chemical Name: cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid
• CAS No.: 1027086-34-5
• Molecular Formula: C₁₈H₂₃NO₄S
• Molecular Weight: 349.451
• Mol file: 1027086-34-5.mol

Synonyms:cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid

Chemical Property of cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid

There total 2 articles about cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid 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: 75.0%

(2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid methyl ester (64970-81-6) + (5-carboxypentyl)triphenylphosphonium bromide (50889-29-7) → cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid (1027086-34-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)79354-3

Reference yield:

6-bromohexanoic acid (4224-70-8) → cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid (1027086-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / acetonitrile / 16 h / Heating

2: LDA / tetrahydrofuran; hexane / 1.) room temp., 30 min, 2.) room temp., 1 h

With lithium diisopropyl amide; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1021/jo00107a009

Reference yield: 99.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid (1027086-34-5) → cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid methyl ester (151415-02-0)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1016/S0040-4039(00)79354-3 DOI:10.1021/jo00107a009

upstream raw materials:

(2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid methyl ester

(5-carboxypentyl)triphenylphosphonium bromide

6-bromohexanoic acid

Downstream raw materials:

cis-4-(R)-<6-(Methoxycarbonyl)hex-1-enyl>-2(R)-phenylthiazolidine-3-carboxylic acid methyl ester

<2S-(2α,3β,4α)>-3-Bromotetrahydro-4-<(phenylmethyl)amino>-2-thiophenepentanoic acid methyl ester

5-((2R,3R,4S)-3-Bromo-4-{[1-phenyl-meth-(E)-ylidene]-amino}-tetrahydro-thiophen-2-yl)-pentanoic acid methyl ester

<3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-1-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester