Dicyclohexylamine (S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoate

Base Information

• Chemical Name: Dicyclohexylamine (S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoate
• CAS No.: 65710-58-9
• Molecular Formula: C28H45N3O6
• Molecular Weight: 519.682
• Hs Code.: 29242990
• DSSTox Substance ID: DTXSID10373156
• Mol file: 65710-58-9.mol

Synonyms:65710-58-9;Boc-Dap(Z)-OH.DCHA;BOC-DAP(Z)-OH DCHA;Dicyclohexylamine (S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoate;N-cyclohexylcyclohexanamine;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(phenylmethoxycarbonylamino)propanoic acid;Boc-Dap(Z)-OH (dicyclohexylammonium) salt;Boc-Dap(Z)-OH.DCHA salt;SCHEMBL646589;DTXSID10373156;MFCD00236880;AKOS015901170;CS-W011484;AS-56971;F52648;A867607;Boc-Dap(Z)-OH (dicyclohexylammonium) salt, >=98.0% (HPLC);(2S)3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionic acid dicyclohexylamine salt;3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine N-cyclohexylcyclohexanamine;(2S)-3-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;3-{[(Benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine--N-cyclohexylcyclohexanamine (1/1);N-alpha-t-Butyloxycarbonyl-N-beta-benzyloxycarbonyl-L-2,3-diaminopropionic acid dicyclohexylamine;N-cyclohexylcyclohexanamine (2s)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(phenylmethoxycarbonylamino)propanoic Acid

Chemical Property of Dicyclohexylamine (S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoate

Chemical Property:

• Vapor Pressure: 7.12E-13mmHg at 25°C
• Boiling Point: 548.7 °C at 760 mmHg
• Flash Point: 285.6 °C
• PSA: 125.99000
• LogP: 6.30480
• Storage Temp.: Store at RT.
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 519.33083616
• Heavy Atom Count: 37
• Complexity: 556

Purity/Quality:

99.3% ^*data from raw suppliers

Boc-dap(z)-ohdcha ^*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(CNC(=O)OCC1=CC=CC=C1)C(=O)O.C1CCC(CC1)NC2CCCCC2
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CNC(=O)OCC1=CC=CC=C1)C(=O)O.C1CCC(CC1)NC2CCCCC2

Technology Process of Dicyclohexylamine (S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoate

There total 4 articles about Dicyclohexylamine (S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoate 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: 38.0%

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine (65710-57-8,81306-93-6) + N-cyclohexyl-cyclohexanamine (101-83-7) → Nα-Boc,Nβ-Z-Dap*DCHA (65710-58-9)

Guidance literature:

In ethanol;

DOI:10.1055/s-1981-29407

Reference yield:

N-tert-butyloxycarbonylasparagine (7536-55-2) → Nα-Boc,Nβ-Z-Dap*DCHA (65710-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / bis-phenyliodine ⁽²⁾, pyridine / dimethylformamide; H₂O / 3 h / Ambient temperature

2: 42 percent / NaHCO₃ / H₂O

3: 38 percent / ethanol

With pyridine; sodium hydrogencarbonate; bis-[(trifluoroacetoxy)iodo]benzene; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1055/s-1981-29407

Reference yield:

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid (76387-70-7) → Nα-Boc,Nβ-Z-Dap*DCHA (65710-58-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / NaHCO₃ / H₂O

2: 38 percent / ethanol

With sodium hydrogencarbonate; In ethanol; water;

DOI:10.1055/s-1981-29407

upstream raw materials:

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine

N-cyclohexyl-cyclohexanamine

N-tert-butyloxycarbonylasparagine

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid

Downstream raw materials:

N^α-Boc,N^β-Z-Dap-OPcp

Boc-Dap(Z)Ser-OH

2-(2-benzyloxycarbonylamino-1-tert-butoxycarbonylamino-ethyl)-oxazole-4-carboxylic acid methyl ester

2-(2-benzyloxycarbonylamino-1-tert-butoxycarbonylamino-ethyl)-oxazole-4-carboxylic acid

Refernces