(2S,3R)-(+)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole98+%

Base Information

• Chemical Name: (2S,3R)-(+)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole98+%
• CAS No.: 1203507-02-1
• Molecular Formula: C19H20N2S
• Molecular Weight: 308.447
• Hs Code.: 2934999090
• Mol file: 1203507-02-1.mol

Synonyms:(2S,3R)-(+)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole98+%;(2S,3R)-3,4-Dihydro-3-isopropyl-2-phenyl-2H-pyrimido[2,1-b]benzothiazole

Chemical Property of (2S,3R)-(+)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole98+%

Chemical Property:

• Melting Point: 197.0 to 201.0 °C
• PSA: 45.53000
• LogP: 4.06620

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S,3R)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2S,3R)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole is used as a catalyst.

Technology Process of (2S,3R)-(+)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole98+%

There total 24 articles about (2S,3R)-(+)-3-Isopropyl-2-phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole98+% 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: 85.0%

(S)-2-((S)-(benzothiazol-2-ylamino)(phenyl)methyl)-3-methylbutan-1-ol (1203507-01-0) → (2S,3R)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (1203507-02-1,1699751-03-5)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In toluene; at 120 ℃; for 3h;

DOI:10.1039/c3sc51791h

Reference yield: 41.0%

o-aminophenyl tert-butyl sulfoxide + (S)-2-((S)-isocyano(phenyl)methyl)-3-methylbutyl 4-methylbenzenesulfonate → (2S,3R)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (1203507-02-1,1699751-03-5)

Guidance literature:

In 1,4-dioxane; at 100 ℃; for 6h; Inert atmosphere;

Reference yield:

C19H21ClN2S → (2S,3R)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (1203507-02-1,1699751-03-5)

Guidance literature:

With potassium hydroxide; In methanol; for 3h; Reflux;

DOI:10.1002/anie.200904333

upstream raw materials:

2-chlorobenzo[d][1,3]thiazole

(S)-2-((S)-amino(phenyl)methyl)-3-methylbutan-1-ol hydrochloride

(S)-2-((S)-(benzothiazol-2-ylamino)(phenyl)methyl)-3-methylbutan-1-ol

((1S,2S)-2-formyl-3-methyl-1-phenylbutyl)carbamic acid tert-butyl ester

Downstream raw materials:

C₂₈H₂₇N₂OS⁽¹⁺⁾*Cl^(1-)

Refernces

Double Catalytic Kinetic Resolution (DoCKR) of Acyclic anti-1,3-Diols: The Additive Horeau Amplification

10.1002/anie.201709844

The research focuses on the development of a Double Catalytic Kinetic Resolution (DoCKR) method for the enantioselective synthesis of acyclic anti-1,3-diols, which are common structural motifs in natural products. The purpose of this study was to improve the enantioselectivity outcomes of reactions by employing a synergistic double catalytic approach that leverages the additive Horeau amplification. The process involves two successive enantioselective organocatalytic acylations, leading to diesters and recovered diols with high enantiopurities. The researchers used a commercially available organocatalyst, Smith’s HyperBTM, at a low loading of 1 mol%, and demonstrated the practicality of the protocol with its easy separation of products. They successfully applied this method to C2-symmetrical diols and extended it to non-C2-symmetrical anti diols, achieving high enantioselectivities and yields. The effectiveness of the DoCKR was further showcased in the shortest reported total synthesis of (+)-cryptocaryalactone, a natural product with antigerminative activity, using a single catalytic enantioselective step. The conclusions highlight the broad utility of the DoCKR concept for synthetic chemistry and its potential application to other bifunctional substrates.

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