(R)-2-((tert-Butoxycarbonyl)amino)-2-(2,3-dihydro-1H-inden-2-yl)acetic acid

Base Information

• Chemical Name: (R)-2-((tert-Butoxycarbonyl)amino)-2-(2,3-dihydro-1H-inden-2-yl)acetic acid
• CAS No.: 181227-48-5
• Molecular Formula: C16H21 N O4
• Molecular Weight: 291.347
• European Community (EC) Number: 815-986-5
• DSSTox Substance ID: DTXSID30458853
• Wikidata: Q82282402
• Mol file: 181227-48-5.mol

Synonyms:181227-48-5;Boc-D-Igl-OH;Boc-d-(2-inda)gly-oh;(R)-2-((tert-Butoxycarbonyl)amino)-2-(2,3-dihydro-1H-inden-2-yl)acetic acid;(2R)-2-(2,3-dihydro-1H-inden-2-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic Acid;(r)-2-(tert-butoxycarbonylamino)-2-(2,3-dihydro-1h-inden-2-yl)acetic acid;Boc-D-2-Indanylglycine;Boc-D-2-indanylgly-OH;Boc-D-(alpha-Inda)Gly-OH;SCHEMBL1598690;DTXSID30458853;VCHHRDDQOOBPTC-CYBMUJFWSA-N;MFCD00671401;AKOS025312271;AS-39967;CS-0328470;(2R)-[(tert-butoxycarbonyl)amino](2,3-dihydro-1H-inden-2-yl)ethanoic acid;(2R)-[(tert-butoxycarbonyl)amino](2,3dihydro-1H-inden-2-yl)ethanoic acid;(2R)-2,3-dihydro-1H-inden-2-yl({[(1,1-dimethylethyl)-oxy]carbonyl}amino)ethanoic acid;(2R)-2,3-Dihydro-1H-inden-2-yl({[(1,1-dimethylethyl)oxy]-carbonyl}amino)ethanoic acid;(2R)-2,3-dihydro-1H-inden-2-yl({[(1,1-dimethylethyl)oxy]carbonyl}-amino)-ethanoic acid;(2R)-2,3-dihydro-1H-inden-2-yl({[(1,1-dimethylethyl)oxy]carbonyl}-amino)ethanoic acid;(2R)-2,3-Dihydro-1H-inden-2-yl({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethanoic acid;(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-(2,3-dihydro-1H-inden-2-yl)acetic acid;1H-Indene-2-aceticacid,a-[[(1,1-dimethylethoxy)carbonyl]amino]-2,3-dihydro-,(ar)-;N-alpha-t-Butyloxycarbonyl-2-indanyl-D-glycine, (R)-2-(t-Butyloxycarbonylamino)-2-(2,3-dihydro-1H-inden-2-yl)acetic acid (Boc-D-Igl-OH)

Chemical Property of (R)-2-((tert-Butoxycarbonyl)amino)-2-(2,3-dihydro-1H-inden-2-yl)acetic acid

Chemical Property:

• PSA: 75.63000
• LogP: 2.77020
• Storage Temp.: Store at 0°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 291.14705815
• Heavy Atom Count: 21
• Complexity: 388

Purity/Quality:

97% ^*data from raw suppliers

Boc-D-2-indanylgly-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C1CC2=CC=CC=C2C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](C1CC2=CC=CC=C2C1)C(=O)O

Technology Process of (R)-2-((tert-Butoxycarbonyl)amino)-2-(2,3-dihydro-1H-inden-2-yl)acetic acid

There total 6 articles about (R)-2-((tert-Butoxycarbonyl)amino)-2-(2,3-dihydro-1H-inden-2-yl)acetic 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: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + (2R)-amino(2,3-dihydro-1H-inden-2-yl)ethanoic acid (181227-46-3,155239-51-3,16655-71-3) → (2R)-[(t-butoxycarbonyl)amino](2,3-dihydro-1H-inden-2-yl)ethanoic acid (181227-48-5,155172-73-9,181227-47-4)

Guidance literature:

With water; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/jm050557v

Reference yield:

rac-indanylglycine hydantoin (216222-68-3) → (2R)-[(t-butoxycarbonyl)amino](2,3-dihydro-1H-inden-2-yl)ethanoic acid (181227-48-5,155172-73-9,181227-47-4)

Guidance literature:

Multi-step reaction with 3 steps

1: disodium tetraborate decahydrate; aq. NaOH; D-hydantoinase / dimethylsulfoxide / 45 h / 45 °C / pH 10.5

2: 73.8 g / disodium tetraborate decahydrate; aq. HCl; D-carbamoylase / air / dimethylsulfoxide / 36 h / 45 °C / pH 8.02

3: 96 percent / Et₃N; H₂O / tetrahydrofuran / 16 h / 20 °C

With hydrogenchloride; Sodium borate; sodium hydroxide; D-carbamoylase; D-hydantoinase; water; triethylamine; air; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jm050557v

Reference yield:

(R)-N-carbamylindanylglycine (870151-49-8) → (2R)-[(t-butoxycarbonyl)amino](2,3-dihydro-1H-inden-2-yl)ethanoic acid (181227-48-5,155172-73-9,181227-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 73.8 g / disodium tetraborate decahydrate; aq. HCl; D-carbamoylase / air / dimethylsulfoxide / 36 h / 45 °C / pH 8.02

2: 96 percent / Et₃N; H₂O / tetrahydrofuran / 16 h / 20 °C

With hydrogenchloride; Sodium borate; D-carbamoylase; water; triethylamine; air; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jm050557v

upstream raw materials:

di-tert-butyl dicarbonate

(2R)-amino(2,3-dihydro-1H-inden-2-yl)ethanoic acid

rac-indanylglycine hydantoin

(R)-N-carbamylindanylglycine