Boc-D-Homoserine

Base Information

• Chemical Name: Boc-D-Homoserine
• CAS No.: 745011-75-0
• Molecular Formula: C9H17 N O5
• Molecular Weight: 219.238
• Hs Code.: 2924297099
• European Community (EC) Number: 815-999-6
• DSSTox Substance ID: DTXSID70517079
• Wikidata: Q72510218
• Mol file: 745011-75-0.mol

Synonyms:Boc-D-Homoserine;67198-87-2;745011-75-0;Boc-D-HoSer-OH;(tert-butoxycarbonyl)-D-homoserine;(2R)-4-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;(2R)-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxybutanoic acid;Boc-D-homoserine sodium salt;D-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]-;MFCD12545888;N-[(tert-Butoxy)carbonyl]-D-homoserine monosodium salt;SCHEMBL2781378;DTXSID70517079;PZEMWPDUXBZKJN-ZCFIWIBFSA-N;VEB01175;FD1130;N-(tert-Butoxycarbonyl)-D-homoserine;AKOS015836454;CS-W018574;HY-W017788;AC-23764;DS-14341;B6192;EN300-316611;A847246;(R)-2-(Tert-butoxycarbonylamino)-4-hydroxybutanoic acid

Chemical Property of Boc-D-Homoserine

Chemical Property:

• Boiling Point: 421.6±40.0 °C(Predicted)
• PKA: 3.87±0.10(Predicted)
• PSA: 95.86000
• Density: 1.204±0.06 g/cm3(Predicted)
• LogP: 0.73760
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 219.11067264
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

≥98%,≥99%, ^*data from raw suppliers

Boc-d-homoserine ^*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(CCO)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CCO)C(=O)O

Technology Process of Boc-D-Homoserine

There total 2 articles about Boc-D-Homoserine 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: 97.8%

D-homoserine (6027-21-0,119736-88-8) + di-tert-butyl dicarbonate (24424-99-5) → (R)-2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoic acid (745011-75-0)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃;

Reference yield:

(R)-2-[(tert-butoxycarbonyl)amino]butano-4-lactone (67198-86-1,132957-40-5) → (R)-2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoic acid (745011-75-0)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane;

DOI:10.1016/S0040-4039(01)91502-3

Reference yield: 91.0%

(R)-2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoic acid (745011-75-0) + benzyl bromide (100-39-0) → benzyl (2R)-(tert-butoxycarbonyl)amino-4-hydroxybutanoate (133645-53-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

upstream raw materials:

(R)-2-[(tert-butoxycarbonyl)amino]butano-4-lactone

D-homoserine

di-tert-butyl dicarbonate

Downstream raw materials:

(2R)-2-tert-butoxycarbamoyl-4-(tert-butyldiphenylsiloxy)butyric acid

tert-butyl N-[(1R)-3-[tert-butyl(diphenyl)silyl]oxy-1-formylpropyl]carbamate

[3-(tert-butyl-diphenyl-silanyloxy)-1-(methoxy-methyl-carbamoyl)-propyl]-carbamic acid tert-butyl ester

{(1R)-1-[(benzothiazol-2-yl)(hydroxy)methyl]-3-(tert-butyldiphenylsiloxy)propyl}carbamic acid tert-butyl ester

Refernces

• 1、 -. "DIHYDROPYRIMIDINYLTHIAZOLE FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION". Page/Page column 30. . Retrieved 2019/07/17.
• 2、 Jiang, Yongying,Hu, Longqin. "Peptide conjugates of 4-aminocyclophosphamide as prodrugs of phosphoramide mustard for selective activation by prostate-specific antigen (PSA)". . p. 7507 - 7514. Retrieved 2013/11/19.