N-Boc protected D-4-hydroxyphenylglycine

Base Information

• Chemical Name: N-Boc protected D-4-hydroxyphenylglycine
• CAS No.: 27460-85-1
• Molecular Formula: C13H17NO5
• Molecular Weight: 267.282
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID60473817
• Nikkaji Number: J1.934.711G
• Wikidata: Q82303452
• Mol file: 27460-85-1.mol

Synonyms:N-Boc-D-4-hydroxyphenylglycine

Chemical Property of N-Boc protected D-4-hydroxyphenylglycine

Chemical Property:

• Melting Point: 160-199 °C (decomp)
• PSA: 95.86000
• LogP: 2.43350
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 267.11067264
• Heavy Atom Count: 19
• Complexity: 328

Purity/Quality:

98%min ^*data from raw suppliers

BOC-4-Hydroxy-D-Phenylglycine ^*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(C1=CC=C(C=C1)O)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](C1=CC=C(C=C1)O)C(=O)O

Technology Process of N-Boc protected D-4-hydroxyphenylglycine

There total 3 articles about N-Boc protected D-4-hydroxyphenylglycine 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + D-4-hydroxyphenylglycine (22818-40-2) → N-(tert-butoxycarbonyl)-D-(4-hydroxyphenyl)glycine (27460-85-1)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.3987/COM-09-11762

Reference yield: 34.0%

di-tert-butyl dicarbonate (24424-99-5) + D-2-p-hydroxyphenylglycine methyl ester (37763-23-8) → N-(tert-butoxycarbonyl)-D-(4-hydroxyphenyl)glycine (27460-85-1)

Guidance literature:

di-tert-butyl dicarbonate; D-2-p-hydroxyphenylglycine methyl ester; With sodium hydroxide; In 1,4-dioxane; water; at 25 ℃; for 4h;

With hydrogenchloride; In water; pH=2 - 3;

DOI:10.1021/acs.jmedchem.1c00034

Reference yield:

→ N-(tert-butoxycarbonyl)-D-(4-hydroxyphenyl)glycine (27460-85-1)

Guidance literature:

upstream raw materials:

di-tert-butyl dicarbonate

D-4-hydroxyphenylglycine

D-2-p-hydroxyphenylglycine methyl ester

Downstream raw materials:

(6R)-3-benzyl-7t-[(R)-2-tert-butoxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

N-(tert-butyloxycarbonyl)-D-4-hydroxyphenylglycine benzyl ester

N-tert-butylacetamide

D-4-hydroxyphenylglycine