Z-Hyp(Tbu)-OH

Base Information

• Chemical Name: Z-Hyp(Tbu)-OH
• CAS No.: 85201-91-8
• Molecular Formula: C17H23 N O5
• Molecular Weight: 321.373
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10426212
• Nikkaji Number: J331.056F
• Wikidata: Q72510608
• Mol file: 85201-91-8.mol

Synonyms:Z-Hyp(Tbu)-OH;85201-91-8;(2S,4R)-4-[(2-methylpropan-2-yl)oxy]-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid;(2S,4R)-1-[(BENZYLOXY)CARBONYL]-4-(TERT-BUTOXY)PYRROLIDINE-2-CARBOXYLIC ACID;(2S,4R)-1-((Benzyloxy)carbonyl)-4-(tert-butoxy)pyrrolidine-2-carboxylic acid;Z-O-tert-butyl-L-4-hydroxyproline;SCHEMBL2175331;DTXSID10426212;YCTNIMOEFJORHQ-KGLIPLIRSA-N;MFCD00153336;FD21778;N-Cbz-(4R)-4-tert-butoxy-L-proline;AS-49202;CS-0154865;EN300-7385701;(2S,4R)-1-(benzyloxycarbonyl)-4-tert-butoxypyrrolidine-2-carboxylic acid;(2S,4R)-4-tert-Butoxy-1,2-pyrrolidinedicarboxylic acid 1-benzyl ester;(2S,4R)-4-tert-butoxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Chemical Property of Z-Hyp(Tbu)-OH

Chemical Property:

• Boiling Point: 470.2±45.0 °C(Predicted)
• PKA: 3.75±0.40(Predicted)
• PSA: 76.07000
• Density: 1.21
• LogP: 2.60370
• Storage Temp.: Store at RT.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 321.15762283
• Heavy Atom Count: 23
• Complexity: 425

Purity/Quality:

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

Z-O-tert-butyl-L-trans-4-hydroxyproline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1CC(N(C1)C(=O)OCC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: CC(C)(C)O[C@@H]1C[C@H](N(C1)C(=O)OCC2=CC=CC=C2)C(=O)O

Technology Process of Z-Hyp(Tbu)-OH

There total 2 articles about Z-Hyp(Tbu)-OH 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: 86.0%

Z-Hyp(t-Bu)-ONB (117106-23-7) → (2S,4R)-4-tert-butoxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester (85201-91-8)

Guidance literature:

With sodium hydroxide; In acetone; for 2.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86742-9

Reference yield:

Z-Hyp(OH)-ONB (112203-99-3) → (2S,4R)-4-tert-butoxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester (85201-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / conc. H₂SO₄ / CH₂Cl₂ / 120 h

2: 86 percent / 2M aq. NaOH / acetone / 2.5 h / Ambient temperature

With sodium hydroxide; sulfuric acid; In dichloromethane; acetone;

DOI:10.1016/S0040-4020(01)86742-9

Reference yield: 100.0%

(2S,4R)-4-tert-butoxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester (85201-91-8) → (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (13504-85-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; for 0.583333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)79116-7

upstream raw materials:

Z-Hyp(t-Bu)-ONB

Z-Hyp(OH)-ONB

Downstream raw materials:

Z-Hyp(t-Bu)-Abu-Sar-(Me)Leu-Val-(Me)Leu-L-Ala-D-Ala-(Me)Leu-(Me)Leu-(Me)Val-Ot-Bu

Z-Hyp(t-Bu)-Nle-Sar-(Me)Leu-Val-(Me)Leu-Ala-D-Ala-(Me)Leu-(Me)Leu-(Me)Val-Ot-Bu

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

methyl (2R)-1-([(2S,4R)-4-tert-butoxy-1-(benzyloxycarbonyl)pyrrolidin-2-yl]carbonyl)pyrrolidine-2-carboxylate

Refernces