Mycosporine glycine

Base Information

Chemical Name:Mycosporine glycine
CAS No.:65318-21-0
Molecular Formula:C₁₀H₁₅NO₆
Molecular Weight:245.232
Hs Code.:
UNII:F1B632BL75
DSSTox Substance ID:DTXSID601046176
Metabolomics Workbench ID:174522
Nikkaji Number:J666.683C
Wikidata:Q27277508

Synonyms:Mycosporine glycine;Marinox;Mycosporin glycine;Mycosporine glycine [INCI];65318-21-0;UNII-F1B632BL75;F1B632BL75;Glycine, N-((5S)-5-hydroxy-5-(hydroxymethyl)-2-methoxy-3-oxo-1-cyclohexen-1-yl)-;SCHEMBL19129759;DTXSID601046176;Q27277508

Suppliers and Price of Mycosporine glycine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 5 raw suppliers

Chemical Property of Mycosporine glycine

Chemical Property:

XLogP3:-1.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:245.08993720
Heavy Atom Count:17
Complexity:364

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=C(CC(CC1=O)(CO)O)NCC(=O)O
Isomeric SMILES:COC1=C(C[C@](CC1=O)(CO)O)NCC(=O)O

Technology Process of Mycosporine glycine

There total 15 articles about Mycosporine glycine 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: 58.0%

: Mycosporin-gly benzyl ester

: 65318-21-0
mycosporine glycine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 6h; under 760 Torr;
DOI:10.1021/jo00117a008

Reference yield:

: 216662-57-6
(1S,3R,4R,5R)-3,4-O-Benzylidene-1,3,4-trihydroxy-6-oxabicyclo<3.2.1>octan-7-one

: 65318-21-0
mycosporine glycine

Guidance literature:: Multi-step reaction with 11 steps

1: 76 percent / N-bromosuccinimide / CCl₄ / 1.3 h

2: 1.) NaBH₄, 2.) p-TsOH / 1.) i-PrOH, 2.) acetone, reflux, 2 h

3: 64 percent / PCC / CH₂Cl₂ / 11 h / Heating

4: 88 percent / dimethylformamide / 15 h / 25 °C

5: 99 percent / diethyl ether; ethyl acetate / 15 h / 0 °C

6: 62 percent / (i-Bu)2AlH / CH₂Cl₂ / 3 h / 0 °C

7: PCC, NaOAc / CH₂Cl₂ / 13 h / 25 °C

8: NaN₃ / LiCl / dimethylformamide / 15 h / 25 °C

9: 94 percent / diethyl ether / 3 h / 25 °C

10: 2.) NaBH₃CN / 1.) THF, 25 deg C, 7 h, 2.) MeOH, 25 deg C

11: 1.) 50percent aq. TFA, 2.) H₂ / 2.) 10percent Pd/C / 1.) CHCl₃, 0 deg C, 20 min

With sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; hydrogen; sodium acetate; diisobutylaluminium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; pyridinium chlorochromate; trifluoroacetic acid; palladium on activated charcoal; lithium chloride; In tetrachloromethane; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja00206a059

Reference yield:

: 77-95-2
D-(-)-quinic acid

: 65318-21-0
mycosporine glycine

Guidance literature:: Multi-step reaction with 12 steps

1: 97 percent / p-TsOH / benzene / 19 h / Heating

2: 76 percent / N-bromosuccinimide / CCl₄ / 1.3 h

3: 1.) NaBH₄, 2.) p-TsOH / 1.) i-PrOH, 2.) acetone, reflux, 2 h

4: 64 percent / PCC / CH₂Cl₂ / 11 h / Heating

5: 88 percent / dimethylformamide / 15 h / 25 °C

6: 99 percent / diethyl ether; ethyl acetate / 15 h / 0 °C

7: 62 percent / (i-Bu)2AlH / CH₂Cl₂ / 3 h / 0 °C

8: PCC, NaOAc / CH₂Cl₂ / 13 h / 25 °C

9: NaN₃ / LiCl / dimethylformamide / 15 h / 25 °C

10: 94 percent / diethyl ether / 3 h / 25 °C

11: 2.) NaBH₃CN / 1.) THF, 25 deg C, 7 h, 2.) MeOH, 25 deg C

12: 1.) 50percent aq. TFA, 2.) H₂ / 2.) 10percent Pd/C / 1.) CHCl₃, 0 deg C, 20 min

With sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; hydrogen; sodium acetate; diisobutylaluminium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; pyridinium chlorochromate; trifluoroacetic acid; palladium on activated charcoal; lithium chloride; In tetrachloromethane; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00206a059