Carbamic acid, [(1R,4S)-4-hydroxy-2-cyclopenten-1-yl]-, 1,1-dimethylethyl

Base Information

• Chemical Name: Carbamic acid, [(1R,4S)-4-hydroxy-2-cyclopenten-1-yl]-, 1,1-dimethylethyl
• CAS No.: 178152-48-2
• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25
• Hs Code.: 2924297099
• Mol file: 178152-48-2.mol

Synonyms:Carbamicacid, (4-hydroxy-2-cyclopenten-1-yl)-, 1,1-dimethylethyl ester, cis-; Carbamicacid, [(1R,4S)-4-hydroxy-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester, rel-(9CI)

Chemical Property of Carbamic acid, [(1R,4S)-4-hydroxy-2-cyclopenten-1-yl]-, 1,1-dimethylethyl

Chemical Property:

• PSA: 58.56000
• LogP: 1.59140

Purity/Quality:

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

tert-Butyl((1S,4R)-4-Hydroxycyclopent-2-en-1-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1R,4S)-4-hydroxy-2-cyclopenten-1-yl]-, 1,1-dimethylethyl

There total 91 articles about Carbamic acid, [(1R,4S)-4-hydroxy-2-cyclopenten-1-yl]-, 1,1-dimethylethyl 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: 100.0%

(2S,4R)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester (189625-14-7) → (+)-(1S,4R)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene (189625-12-5,154802-92-3,178152-48-2)

Guidance literature:

With lithium hydroxide; water; In ethanol; at 20 ℃;

DOI:10.1021/ol802225g

Reference yield: 100.0%

(2R,4S)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester (657397-03-0) → (+)-(1R,4S)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene (201054-55-9,154802-92-3,178152-48-2)

Guidance literature:

With lithium hydroxide; In ethanol; water; at 20 ℃;

DOI:10.1016/j.tet.2004.01.046

Reference yield: 96.3%

(1R,4R)-trans-1-acetoxy-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene (142633-88-3) → (1R,4R)-trans-1-hydroxy-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene (142633-89-4,154802-92-3,178152-48-2)

Guidance literature:

With lithium hydroxide; In ethanol; water; Ambient temperature;

DOI:10.1021/jm00095a015

upstream raw materials:

(1R,4R)-trans-1-acetoxy-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene

(2R)-(4-oxocyclopent-2-enyl)-carbamic acid tert-butyl ester

((E)-(1R,3R)-3-Hydroxy-1-vinyl-hex-4-enyl)-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

(2S,4R)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester

(+)-(1R,4S)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene

(-)-4-(N-tert-butoxycarbonylamino)cyclopentenone

tert-butyl N-[(1R,3S)-3-hydroxycyclopentyl]carbamate

Refernces

• 1、 Khandare, Sopan P.,Prasad, Kavirayani R.,Reddy, Polimera Obula. "Addition of Lithium Anion of (Acetylmethylene)triphenylphosphorane to Nonracemic Sulfinimines: Total Synthesis of (+)-241D and Formal Total Synthesis of (+)-Preussin". . p. 7273 - 7277. Retrieved 2020/10/02.
• 2、 -. "POLYFLUORINATED COMPOUNDS ACTING AS BRUTON TYROSINE KINASE INHIBITORS". Paragraph 0498; 0499. . Retrieved 2016/08/17.