Tert-butyl pent-4-EN-1-ylcarbamate

Base Information

• Chemical Name: Tert-butyl pent-4-EN-1-ylcarbamate
• CAS No.: 202925-92-6
• Molecular Formula: C10H19 N O2
• Molecular Weight: 185.266
• European Community (EC) Number: 808-749-2
• DSSTox Substance ID: DTXSID90479443
• Nikkaji Number: J1.563.087F
• Wikidata: Q82313461
• Mol file: 202925-92-6.mol

Synonyms:202925-92-6;TERT-BUTYL PENT-4-EN-1-YLCARBAMATE;PENT-4-ENYL-CARBAMIC ACID TERT-BUTYL ESTER;tert-butyl N-pent-4-enylcarbamate;tert-butyl pent-4-enylcarbamate;tert-butyl N-(pent-4-en-1-yl)carbamate;N-boc-pent-4-enylamine;N-boc-5-amino-1-pentene;Carbamic acid, 4-pentenyl-, 1,1-dimethylethyl ester;F2196-0041;SCHEMBL3637995;SCHEMBL13006933;Carbamic acid, N-4-penten-1-yl-, 1,1-dimethylethyl ester;DTXSID90479443;UZABMBWHKURXMU-UHFFFAOYSA-N;Carbamic acid, 4-pentenyl-, 1,1-dimethylethyl ester (9CI);MFCD08437624;AKOS006282945;SB35181;AS-38742;TERT-BUTYLPENT-4-EN-1-YLCARBAMATE;BB 0260596;FT-0691767;VU0494930-1;EN300-235000;A879731;Pent-4-enyl-carbamic acid tert-butyl ester, AldrichCPR

Chemical Property of Tert-butyl pent-4-EN-1-ylcarbamate

Chemical Property:

• PSA: 41.82000
• LogP: 2.68170
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 185.141578849
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

tert-butylpent-4-en-1-ylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCC=C

Technology Process of Tert-butyl pent-4-EN-1-ylcarbamate

There total 31 articles about Tert-butyl pent-4-EN-1-ylcarbamate 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: 84.0%

phenylmagnesium bromide (100-58-3) + (S)-2-iodomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (338945-22-5,177750-73-1) → (S )-(+)-tert-butyl 2-benzylpyrrolidine-1-carboxylate (1194030-94-8) + N-Pent-4-enylcarbamic acid tert-butyl ester (202925-92-6)

Guidance literature:

With bis(triphenylphosphine)dichlorocobalt(II); N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.201100220

Reference yield: 73.0%

diphenylzinc (1078-58-6) + (S)-2-iodomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (338945-22-5,177750-73-1) → (S )-(+)-tert-butyl 2-benzylpyrrolidine-1-carboxylate (1194030-94-8) + N-Pent-4-enylcarbamic acid tert-butyl ester (202925-92-6)

Guidance literature:

With bis(triphenylphosphine)dichlorocobalt(II); N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.201100220

Reference yield: 72.0%

1-iodo-3,4-dimethoxybenzene (5460-32-2) + (S)-2-iodomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (338945-22-5,177750-73-1) → (S )-(+)-tert-butyl 2-(3,4-dimethoxybenzyl)pyrrolidine-1-carboxylate (1257204-52-6) + N-Pent-4-enylcarbamic acid tert-butyl ester (202925-92-6)

Guidance literature:

1-iodo-3,4-dimethoxybenzene; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iodine; zinc; In N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;

(S)-2-iodomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo101503p

upstream raw materials:

6-(tert-butoxycarbonylamino)hexanoic acid

1-bromo-4-methoxy-benzene

(S)-2-iodomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

iodobenzene

Downstream raw materials:

5-(N-Boc-N-methylamino)-1,2-epoxypentane

phenanthrene

(+/-)-tert-butyl 2-(2-chlorobenzyl)pyrrolidine-1-carboxylate

(+/-)-tert-butyl 2-[(1-benzyl-1H-indol-5-yl)methyl]pyrrolidine-1-carboxylate

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