Fmoc-D-Asp(OtBu)-OH

Base Information

• Chemical Name: Fmoc-D-Asp(OtBu)-OH
• CAS No.: 112883-39-3
• Molecular Formula: C₂₃H₂₅NO₆
• Molecular Weight: 411.455
• Hs Code.: 29242990
• European Community (EC) Number: 802-374-8
• Mol file: 112883-39-3.mol

Synonyms:Fmoc-D-Asp(OtBu)-OH;112883-39-3;(R)-2-((((9H-FLUOREN-9-YL)METHOXY)CARBONYL)AMINO)-4-(TERT-BUTOXY)-4-OXOBUTANOIC ACID;fmoc-d-aspartic acid beta-tert-butyl ester;N-Alpha-Fmoc-D-aspartic acid beta-t-butyl ester;(2R)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid;(2R)-4-(tert-butoxy)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-oxobutanoic acid;(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-tert-butoxy-4-oxobutanoic acid;MFCD00077050;Fmoc-D-aspartic acid 4-tert-butyl ester;Fmoc-DAsp(OtBu);Fmoc-DAsp(OtBu)-OH;SCHEMBL46349;Fmoc-D-Asp(OtBu)-OH, 98%;4-tert-Butyl N-Fmoc-D-aspartate;FODJWPHPWBKDON-LJQANCHMSA-N;fmoc-D-asp(otbu)-oh, AldrichCPR;AKOS015892778;CS-W013860;HY-W013144;Fmoc-D-Aspartic acid b-tert-butyl ester;AS-12918;N-Fmoc-D-aspartic Acid 4-tert-Butyl Ester;AM20050365;B4619;EN300-396675;M03405;A802680;J-300059;N-(fluorenylmethoxycarbonyl)-O4-tert-butyl-D-aspartic acid;4-tert-Butyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-aspartate;N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-aspartic Acid 4-tert-Butyl Ester;2-amino-3-tert-butoxycarbonyl-4-(9H-fluoren-9-ylmethoxy)-4-oxo-butanoic acid;Fmoc-D-Asp(tBu)-OH, N-alpha-(9-Fluorenylmethyloxycarbonyl)-D-aspartic acid beta-t-butyl ester

Chemical Property of Fmoc-D-Asp(OtBu)-OH

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 2.83E-16mmHg at 25°C
• Melting Point: 98-101°C
• Refractive Index: 1.576
• Boiling Point: 620.8 °C at 760 mmHg
• PKA: 3.57±0.23(Predicted)
• Flash Point: 329.3 °C
• PSA: 101.93000
• Density: 1.251 g/cm³
• LogP: 4.10100
• Storage Temp.: Store at RT.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 411.16818752
• Heavy Atom Count: 30
• Complexity: 620

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-d-asp(otbu)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)(C)OC(=O)C[C@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: Fmoc-d-asp(otbu)-OH is used as a reactant for the solid-phase preparation of tripeptides with catalytic use in asymmetric preparation of nitroalkanals.

Technology Process of Fmoc-D-Asp(OtBu)-OH

There total 1 articles about Fmoc-D-Asp(OtBu)-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:

→ N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid (71989-14-5,112883-39-3)

Guidance literature:

Reference yield: 100.0%

4-(di-tert-butylfluorosilyl)benzoic acid (1146956-44-6) + N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid (71989-14-5,112883-39-3) → SiFA-D-Asp(OH)-OH

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1.83333h;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

4-(di-tert-butylfluorosilyl)benzoic acid; Further stages;

Reference yield: 87.0%

N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid (71989-14-5,112883-39-3) + (S)-2-amino-6-(benzyloxycarbonylamino)-1-hexanol (101250-90-2) → C37H45N3O8

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid; (S)-2-amino-6-(benzyloxycarbonylamino)-1-hexanol; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

With 4-methyl-morpholine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol5036547

Downstream raw materials:

H-Tyr-D-Orn[*]-Phe-D-Asp[*]-NH₂

(R)-3-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-N-{(S)-1-[(R)-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-2-methyl-propylcarbamoyl]-3-methyl-butyl}-succinamic acid tert-butyl ester

H-D-Trp-D-Asp(O^tBu)-Sar-D-Val-Leu-NHNH₂

H-D-Trp-D-Asp(O-t-Bu)-Pro-D-Val-Leu-NHNH₂

Refernces