Boc-(S)-alpha-allyl-proline

Base Information

• Chemical Name: Boc-(S)-alpha-allyl-proline
• CAS No.: 706806-59-9
• Molecular Formula: C₁₃H₂₁NO₄
• Molecular Weight: 255.314
• Hs Code.: 2933990090
• European Community (EC) Number: 634-739-0
• DSSTox Substance ID: DTXSID30428036
• Nikkaji Number: J1.945.756G
• Wikidata: Q82240806
• Mol file: 706806-59-9.mol

Synonyms:706806-59-9;Boc-(S)-alpha-allyl-proline;(S)-2-Allyl-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid;(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2-prop-2-enylpyrrolidine-2-carboxylic acid;Boc-(S)-alpha-allylproline;(S)-2-Allyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester;Boc-(S)-a-allylproline;Boc-alpha-allyl-D-proline;SCHEMBL7264298;BOC-(S)--ALLYL-PRO-OH;Boc-(S)- alpha -allyl-Pro-OH;DTXSID30428036;(S)-2-Allyl-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylicacid;MFCD06659382;AKOS016844110;(2S)-1-[(2-methylpropan-2-yl)oxy-oxomethyl]-2-prop-2-enyl-2-pyrrolidinecarboxylic acid;PS-12639;Boc-(S)-alpha-allyl-Pro-OH, >=98.0%;CS-0110096;D76974;(2S)-1-Boc-2-allyl-pyrrolidine-2-carboxylic acid;(2S)-1-(tert-Butoxycarbonyl)-2-allyl-2-pyrrolidinecarboxylic acid;(2S)-1-[(tert-butoxy)carbonyl]-2-(prop-2-en-1-yl)pyrrolidine-2-carboxylic acid

Chemical Property of Boc-(S)-alpha-allyl-proline

Chemical Property:

• Vapor Pressure: 2.67E-06mmHg at 25°C
• Refractive Index: 1.498
• Boiling Point: 364.3°C at 760 mmHg
• PKA: 4.02±0.20(Predicted)
• Flash Point: 174.1°C
• PSA: 66.84000
• Density: 1.125g/cm³
• LogP: 2.35470
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 255.14705815
• Heavy Atom Count: 18
• Complexity: 359

Purity/Quality:

97% ^*data from raw suppliers

Boc-(S)-α-allylproline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1(CC=C)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@]1(CC=C)C(=O)O
• Uses: Boc-(S)-alpha-allylproline

Technology Process of Boc-(S)-alpha-allyl-proline

There total 4 articles about Boc-(S)-alpha-allyl-proline 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:

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-Allyl-pyrrolidine-2-carboxylic acid (195833-47-7) → (S)-N-Boc-2-allylproline (706806-59-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1248/cpb.47.983

Reference yield:

C19H35NO4Si (946075-02-1) → (S)-N-Boc-2-allylproline (706806-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / diethyl ether

2: 100 percent / HBF₄ / dioxane / 3 h / 100 °C

3: Na₂CO₃ / dioxane; H₂O / 2 h / 20 °C

With tetrafluoroboric acid; sodium carbonate; In 1,4-dioxane; diethyl ether; water;

DOI:10.1016/j.tetlet.2007.05.066

Reference yield:

C20H37NO4Si (946075-04-3) → (S)-N-Boc-2-allylproline (706806-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / HBF₄ / dioxane / 3 h / 100 °C

2: Na₂CO₃ / dioxane; H₂O / 2 h / 20 °C

With tetrafluoroboric acid; sodium carbonate; In 1,4-dioxane; water;

DOI:10.1016/j.tetlet.2007.05.066

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-Allyl-pyrrolidine-2-carboxylic acid

C₁₉H₃₅NO₄Si

C₂₀H₃₇NO₄Si

Downstream raw materials:

(2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid

(2S,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid

(2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester

(2S,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester