60456-23-7

Basic information

• Product Name: (S)-Oxiranemethanol
• Synonyms: [(2r)-oxiran-2-yl]methanol;(S)-(-)-GLYCIDOL, 97% (98% EE/GLC);S-Glycidoe;(R)-3-Hydroxy-1,2-epoxypropane;(S)-(-)-GLYCIDOL ((S)-(-)-2,3-EPOXY-1-PROPANOL);(S)-(-)-2,3-Epoxy-1-propanol, (S)-(-)-Oxirane-2-methanol;(S)-()-Glycidol,(S)-()-2,3-Epoxy-1-propanol, (S)-()-Oxirane-2-methanol;(S)-(-)-Glycidol, (98% ee), 97%
• CAS NO: 60456-23-7
• Molecular Formula: C₃H₆O₂
• Molecular Weight: 74.08
• Product Categories: chiral;API intermediates;CHIRAL COMPOUNDS;Chiral Compound
• Mol File: 60456-23-7.mol
• Article Data: 31

Chemical Properties

• Melting Point: 72-73 °C
• Boiling Point: 66-67 °C19 mm Hg(lit.)
• Flash Point: 178 °F
• Appearance: Pale yellow/Liquid
• Density: 1.116 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.433(lit.)
• Storage Temp.: −20°C
• Solubility: Soluble in chloroform, DMSO and methanol.
• PKA: 14.62±0.10(Predicted)
• BRN: 79783
• CAS DataBase Reference: (S)-Oxiranemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-Oxiranemethanol(60456-23-7)
• EPA Substance Registry System: (S)-Oxiranemethanol(60456-23-7)

Safety Data

• Hazard Codes: T
• Statements: 45-60-21/22-23-36/37/38-68-41-37/38
• Safety Statements: 53-45-36/37/39-26
• RIDADR: UN 2810 6.1/PG 2
• WGK Germany: 3
• RTECS: RR0508100
• F: 10-21
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 60456-23-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Employed in the synthesis of chiral (E)-allylic alcohol side-chains for introduction into prostacyclin and prostaglandin frameworks by cross-metathesis.

General Description

Glycidol or 2,3-epoxy-1-propanol is a highly reactive epoxy derivative, which is generally used as a monomer in the preparation of many polymers like polyesters,?polycarbonates,?polyurethanes,?and polyamides. It is also used in the preparation of detergents, rubbers, perfumes, fabric dyes, varnishes, cosmetics, and paints.

InChI:InChI=1/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2

Synthetic route

(R)-oxiran-2-ylmethyl 3,5-dinitrobenzoate (1613271-06-9) → (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With methanol for 2h; Inert atmosphere; Reflux;	92%
In methanol for 2h; Reflux; Inert atmosphere;	92%

allyl alcohol (107-18-6) → (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With L-(+)-diisopropyl tartrate; Cumene hydroperoxide; titanium(IV) isopropylate In dichloromethane at 0℃; for 48h; Product distribution / selectivity; Molecular sieve;	72%
With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; ((CH3)3CCH2)3Ta=CHC(CH3)3 impergnated on silica (pretreated with HMDS) In dichloromethane at 0℃; for 48h; Product distribution / selectivity;	65%
With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; ((CH3)3CCH2)3Ta=CHC(CH3)3 impergnated on silica; tantal content 5.63percent (C/Ta=8.0) In dichloromethane at 0℃; for 48h; Product distribution / selectivity;	61%

(S)-3-chloropropan-1,2-diol (60827-45-4) → (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 20h;	72%
With potassium carbonate
With potassium phosphate In dichloromethane for 3h; Product distribution / selectivity; Heating / reflux;

oxiran-2-ylmethyl benzoate (98760-25-9, 120787-40-8, 121787-43-7, 13443-29-3) → (S)-oxiranemethanol (60456-23-7) + (R)-2,3-epoxypropyl benzoate (120787-40-8)

Conditions	Yield
With lipasePS-C In tetrahydrofuran; water for 17h; Ambient temperature;	A 46% B n/a

allyl alcohol (107-18-6) → (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; tantalum pentaethoxide In dichloromethane at 0℃; for 48h; Product distribution / selectivity; Molecular sieve;	A 45% B n/a
With Cumene hydroperoxide; 3 A molecular sieve; titanium(IV) isopropylate; D-(-)-diisopropyl tartrate In dichloromethane at -5℃; for 6h; Title compound not separated from byproducts;
With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide 1.) CH2Cl2, -10 deg C, 20 min, 2.) CH2Cl2, -10 deg C, 5 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

oxiranyl-methanol (556-52-5) → glycerol (56-81-5) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With water; (R,R)-[Co(salen)]2*GaCl3 In tetrahydrofuran at 20℃; for 7h;	A n/a B 43%

oxiranyl-methanol (556-52-5) → glycerol (56-81-5) + (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With water; dimeric chiral (salen)Co complex linked with Al at 20℃; for 4h; Product distribution; Further Variations:; Catalysts;	A 42% B n/a C n/a

1-bromo-2,3-propanediol (4704-77-2) → (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With potassium hydroxide

(S)-1-tosyloxy-2,3-propanediol (50765-70-3) → (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With sodium methylate In methanol

phenylacetate of 2,3-epoxypropan-1-ol (24553-03-5) → (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With immobilized penicillinacylase from E. coli In water; acetonitrile Ambient temperature; stopped at 50percent conversion;

oxiranyl-methanol (556-52-5) → (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7)

((2R,3R)-3-Triphenylsilanyl-oxiranyl)-methanol (208838-21-5) → (2E)-3-phenyl-2-propen-1-ol (4407-36-7) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 6h; Ambient temperature;

cinnamoyl-2,3-epoxipropyl ester (879281-40-0) → (S)-oxiranemethanol (60456-23-7) + (E)-3-Phenyl-acrylic acid (R)-1-oxiranylmethyl ester

Conditions	Yield
With lipasePS-C In tetrahydrofuran; water for 13h; Ambient temperature;

sodium benzoate (532-32-1) + epichlorohydrin (106-89-8) → (S)-oxiranemethanol (60456-23-7) + (R)-2,3-epoxypropyl benzoate (120787-40-8)

Conditions	Yield
With 15-crown-5; lipasePS-C 1.) CH3CN, 12 h, room temp., 2.) THF, water, 12 h, room temp.; Multistep reaction;

sodium trans-cinnamate (18509-03-0) + epichlorohydrin (106-89-8) → (S)-oxiranemethanol (60456-23-7) + (E)-3-Phenyl-acrylic acid (S)-1-oxiranylmethyl ester + (E)-3-Phenyl-acrylic acid (R)-1-oxiranylmethyl ester

Conditions	Yield
With 15-crown-5; lipasePS-C 1.) CH3CN, 12 h, room temp., 2.) THF, water, 13 h, room temp.; Multistep reaction. Title compound not separated from byproducts;

sodium 4-nitrobenzoate (3847-57-2) + epichlorohydrin (106-89-8) → (R)-glycidyl 4-nitrobenzoate (106268-95-5) + (S)-oxiranemethanol (60456-23-7) + (2S)-(+)-glycidyl-4-nitrobenzoate (115459-65-9)

Conditions	Yield
With 15-crown-5; lipasePS-C 1.) CH3CN, 12 h, room temp., 2.) THF, water, 13 h, room temp.; Multistep reaction. Title compound not separated from byproducts;

2-((4-nitrobenzoyloxy)methyl)oxirane (13318-11-1) → (R)-glycidyl 4-nitrobenzoate (106268-95-5) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With lipasePS-C In tetrahydrofuran; water for 13h; Ambient temperature;

(R)-glycidyl butyrate (60456-26-0) → (S)-oxiranemethanol (60456-23-7) + butyric acid (107-92-6)

Conditions	Yield
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Ophiostoma piliferum In water at 25℃; pH=7.20; Enzyme kinetics;

(R)-glycidyl 4-nitrobenzoate (106268-95-5) → (S)-oxiranemethanol (60456-23-7) + 4-nitro-benzoic acid (62-23-7)

Conditions	Yield
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; esterase from Streptomyces diastatochromogenes In water at 25℃; pH=7.20; Enzyme kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Ophiostoma piliferum In water at 25℃; pH=7.20; Enzyme kinetics;
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Bacillus thermocatenulanatus In water at 40℃; pH=7.20; Enzyme kinetics;

(+/-)-glycidyl butyrate (2461-40-7) → (R)-glycidyl butyrate (60456-26-0) + (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With Rhizopus oryzae lipase on dextran sulfate coated Sepabeads In water at 25℃; pH=7; Enzymatic reaction; Title compound not separated from byproducts;

(R)-glycidyl butyrate (60456-26-0) → (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With 25 kDa lipaze immobilized on glutaraldehyde agarose In water pH=7;

oxiranyl-methanol (556-52-5) + naphthalene-1-carbonic acid chloride (879-18-5) → (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7) + (S)-(α-naphthoyloxymethyl)oxirane + (R)-(α-naphthoyloxymethyl)oxirane

Conditions	Yield
With 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; (S)-1-methyl-2-[(N-benzyl-N-methylamino)methyl]pyrrolidine In dichloromethane; N,N-dimethyl-formamide at -78℃; for 3h; Title compound not separated from byproducts;

3-monochloro-1,2-propanediol (96-24-2) → (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With potassium phosphate; [(R,R)-(salen)Co(II)]2*Al(NO3)3 In tetrahydrofuran at 20℃; for 7h;
With potassium phosphate; (R,R)-[Co(salen)]2*GaCl3 In tetrahydrofuran at 20℃; for 7h;

glycidyl acetate (6387-89-9) → (R)-oxiranemethanol (57044-25-4) + (S)-oxiranemethanol (60456-23-7)

Conditions	Yield
With ethanol; porcine pancreas lipase II at 30℃; for 24h; Reagent/catalyst; Enzymatic reaction; Optical yield = 72 %ee;

(S)-oxiranemethanol (60456-23-7) + benzoyl isocyanate (4461-33-0) → Benzoyl-carbamic acid (R)-1-oxiranylmethyl ester (136015-42-4)

Conditions	Yield
In tetrachloromethane	100%

triethylsilyl chloride (994-30-9) + (S)-oxiranemethanol (60456-23-7) → (R)-(triethylsilyl)glycidyl ether (245326-10-7)

Conditions	Yield
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃; for 2h;	100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	94%
With dmap; triethylamine at -30℃;

tert-butylchlorodiphenylsilane (58479-61-1) + (S)-oxiranemethanol (60456-23-7) → (R)-(tert-butyldiphenylsilyloxy)methyloxirane (107033-46-5)

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 1h;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Inert atmosphere;	100%
With 1H-imidazole In dichloromethane	99%

(S)-oxiranemethanol (60456-23-7) → (2R)-propane-1,2-diol (4254-14-2)

Conditions	Yield
With sodium hydroxide; hydrogen; 5%-palladium/activated carbon In ethanol at 0 - 25℃; under 1034.32 Torr; for 4 - 5h;	100%
With sodium hydroxide; hydrogen; palladium on activated charcoal In ethanol under 1292.9 Torr; for 6h;
With 5%-palladium/activated carbon; hydrogen; sodium hydroxide In ethanol at -10℃; under 1520.1 Torr; for 4h; Inert atmosphere;	48 g
With 5%-palladium/activated carbon; hydrogen; sodium hydroxide In ethanol at -5 - 25℃; under 1034.32 Torr;

morpholine (110-91-8) + (S)-oxiranemethanol (60456-23-7) → (2R)-3-(morpholin-4-yl)propane-1,2-diol (222021-47-8)

Conditions	Yield
In ethanol at 70 - 140℃; under 9.0009 Torr; for 0.0666667h; Microwave irradiation;	100%
In ethanol at 140℃; for 0.0666667h; Microwave irradiation;	100%
In ethanol at 140℃; for 0.0666667h; Microwave irradiation;

isobutylamine (78-81-9) + (S)-oxiranemethanol (60456-23-7) → (2R)-3-isobutylaminopropane-1,2-diol

Conditions	Yield
In isopropyl alcohol at 20℃; for 24h;	100%
In isopropyl alcohol at 20℃; for 24h;	100%
In isopropyl alcohol at 20℃; for 26h; regioselective reaction;

allylmagnesium bromide (2622-05-1) + (S)-oxiranemethanol (60456-23-7) → (R)-1,2-dihydroxy-5-hexene (133494-68-5)

Conditions	Yield
In tetrahydrofuran at -20℃;	99%

tert-butylchlorodiphenylsilane (58479-61-1) + (S)-oxiranemethanol (60456-23-7) → tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane (106731-74-2, 119944-29-5, 107033-46-5)

Conditions	Yield
With 1H-imidazole In dichloromethane at 0 - 20℃; for 1h;	99%
With dmap; triethylamine In dichloromethane at -50℃; for 4h;	85%

tert-butyldimethylsilyl chloride (18162-48-6) + (S)-oxiranemethanol (60456-23-7) → tert-butyldimethylsilyl (R)-glycidyl ether (124150-87-4)

Conditions	Yield
With 1H-imidazole In dichloromethane	99%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃;	99%
With 1H-imidazole In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;	98%

3,4-dihydro-2H-pyran (110-87-2) + (S)-oxiranemethanol (60456-23-7) → 2-(((R)-oxiran-2-yl)methoxy)tetrahydro-2H-pyran (90191-60-9)

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;	99%
With toluene-4-sulfonic acid In dichloromethane for 2h;	89%
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.5h;
With pyridinium p-toluenesulfonate In dichloromethane
With toluene-4-sulfonic acid In dichloromethane at 0 - 20℃; for 1.5h;	247.8 g

(-)-N-benzyl-1-cyclohexylethylamine (63167-00-0, 141396-54-5, 133469-25-7) + (S)-oxiranemethanol (60456-23-7) → 3-[N-benzyl((R)-1-cyclohexylethyl)amino]-(R)-propane-1,2-diol (1372610-46-2)

Conditions	Yield
In methanol at 50℃; for 24h; Inert atmosphere; regioselective reaction;	99%

p-methoxybenzyl chloride (824-94-2) + (S)-oxiranemethanol (60456-23-7) → (R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane (80910-01-6, 108836-41-5, 144069-33-0, 134733-19-0)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 16h; Inert atmosphere;	98%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 20h;	96%
Stage #1: p-methoxybenzyl chloride With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.416667h; Schlenk technique; Inert atmosphere; Stage #2: (S)-oxiranemethanol In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 16h; Schlenk technique; Inert atmosphere;	91%

benzyl-methyl-amine (103-67-3) + (S)-oxiranemethanol (60456-23-7) → (2R)-3-[benzyl(methyl)amino]propane-1,2-diol

Conditions	Yield
In methanol at 20℃; for 24h;	98%

6,8-Dibromo-quinolin-5-ol; hydrobromide + (S)-oxiranemethanol (60456-23-7) → (R)-6,8-dibromo-5-(2,3-epoxyprop-1-yloxy)-quinoline (188594-92-5)

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Ambient temperature;	97%

2-methoxy-phenol (90-05-1) + (S)-oxiranemethanol (60456-23-7) → (S)-guaifenesin (61248-76-8)

Conditions	Yield
With triethylamine In ethanol; acetone	97%

(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide (128019-40-9, 149510-73-6, 136465-81-1) + (S)-oxiranemethanol (60456-23-7) → (-)-(3S,4aS,8aS)-N-tert-butyl-2-[(R)-2,3-dihydroxypropyl]decahydroisoquinoline-3-carboxamide (1185258-45-0)

Conditions	Yield
In isopropyl alcohol at 20℃; for 34h;	96%

p-Methoxybenzyl bromide (2746-25-0) + (S)-oxiranemethanol (60456-23-7) → (S)-2-[(4-methoxybenzyloxy)methyl]oxirane (80910-01-6, 108836-41-5, 134733-19-0, 144069-33-0)

Conditions	Yield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃;	95%

p-toluenesulfonyl chloride (98-59-9) + (S)-oxiranemethanol (60456-23-7) → (R)-glycidyl tosylate (113826-06-5)

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	95%
With dmap; triethylamine In dichloromethane at 0℃; for 0.833333h;	93%
With dmap; triethylamine In dichloromethane Inert atmosphere;	85%

2,2'-selenobis(4,5-dimethoxybenzyl alcohol) + (S)-oxiranemethanol (60456-23-7) → (S)-2,3-dihydroxypropyl 4,5-dimethoxy-2-(hydroxymethyl)phenylselenide

Conditions	Yield
Stage #1: 2,2'-selenobis(4,5-dimethoxybenzyl alcohol) With sodium tetrahydroborate In tetrahydrofuran; ethanol at 0℃; for 0.0833333h; Stage #2: (S)-oxiranemethanol In tetrahydrofuran; ethanol at 20℃; for 2h;	95%

4-((2-isopropoxyethoxy)methyl)phenyl methanesulfonate + (S)-oxiranemethanol (60456-23-7) → (R)-2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane

Conditions	Yield
With triethylamine In toluene at 70℃; for 2h;	94.7%

O-phenyl phosphorodichloridate (770-12-7) + (S)-oxiranemethanol (60456-23-7) + (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8) → (2,3-isopropylidene-rac-glycero)[(R)-oxiran-2-ylmethyl]phenylphosphate

Conditions	Yield
Stage #1: O-phenyl phosphorodichloridate; (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol With triethylamine In toluene at -20 - 20℃; for 6h; Inert atmosphere; Stage #2: (S)-oxiranemethanol With triethylamine In toluene for 64h; Inert atmosphere;	94%

N-methyl-2-nitrobenzenesulfonamide (23530-40-7) + (S)-oxiranemethanol (60456-23-7) → N-methyl-2-nitro-N-[(2S)-2-oxiranylmethyl]benzenesulfonamide (878799-04-3)

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction;	93.7%

3-nitrobenzenesulphonyl chloride (121-51-7) + (S)-oxiranemethanol (60456-23-7) → (2s)-(+)-glycidyl 3-nitrobenzenesulfonate (115314-14-2)

Conditions	Yield
With triethylamine at -10℃; Inert atmosphere;	93%

tert-butyldiphenylsilyl triflate (92886-86-7) + (S)-oxiranemethanol (60456-23-7) → (R)-(tert-butyldiphenylsilyloxy)methyloxirane (107033-46-5)

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 20℃; for 3h;	93%

benzyl bromide (100-39-0) + (S)-oxiranemethanol (60456-23-7) → (R)-benzyl glycidol (14618-80-5)

Conditions	Yield
Stage #1: (S)-oxiranemethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Stage #2: benzyl bromide With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 20℃; for 48h;	92%
With sodium hydride In tetrahydrofuran at 0℃; for 18h;	90%
Stage #1: (S)-oxiranemethanol With sodium hydride In N,N-dimethyl-formamide for 0.0833333h; Stage #2: benzyl bromide In N,N-dimethyl-formamide for 1h;	79%

trityl chloride (76-83-5) + (S)-oxiranemethanol (60456-23-7) → (R)-(+)-trityl glycidyl ether (65291-30-7)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 18.5h;	92%
With dmap; triethylamine In dichloromethane at 25℃; for 24h;	88%
With triethylamine In dichloromethane for 48h; Ambient temperature;	36%

3-nitrobenzenesulphonyl chloride (121-51-7) + (S)-oxiranemethanol (60456-23-7) → (R)-glycidyl nosylate (115314-14-2, 115314-17-5)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;	92%
With triethylamine In dichloromethane	92%
With triethylamine In dichloromethane at 0 - 5℃; for 2h; Temperature; Inert atmosphere;	82.8%

thioacetic acid (507-09-5) + (S)-oxiranemethanol (60456-23-7) → C5H10O3S

Conditions	Yield
at 0℃; for 96h;	92%

phthalimide (136918-14-4) + (S)-oxiranemethanol (60456-23-7) → (S)-N-glycidylphthalimide (161596-47-0)

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃;	91%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃;	91%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20 - 25℃; for 18h;	80%

Upstream product

• 50765-70-3 (S)-1-tosyloxy-2,3-propanediol 
• 556-52-5 oxiranyl-methanol 
• 2461-40-7 (+/-)-glycidyl butyrate 
• 60456-26-0 (R)-glycidyl butyrate 
• 6387-89-9 glycidyl acetate 
• 1613271-06-9 (R)-oxiran-2-ylmethyl 3,5-dinitrobenzoate 
• 96-24-2 3-monochloro-1,2-propanediol 
• 879-18-5 naphthalene-1-carbonic acid chloride 
• 106268-95-5 (R)-glycidyl 4-nitrobenzoate 
• 13318-11-1 2-((4-nitrobenzoyloxy)methyl)oxirane 
• 3847-57-2 sodium 4-nitrobenzoate 
• 106-89-8 epichlorohydrin 
• 18509-03-0 sodium trans-cinnamate 
• 532-32-1 sodium benzoate 

Downstream Products

• 164733-06-6 1-(S-tritylthiocaproyl)-sn-glycerol 
• 17131-52-1 (S)-1-O-(4-methoxyphenyl)glycerol 
• 4254-14-2 (2R)-propane-1,2-diol 
• 97798-48-6 (S)-(2,3-dihydroxypropyl) phenyl sulfide 
• 459432-38-3 (R)-glycidyl-2,3,4,6-tetra-O-benzoyl-β-D-galactopyranoside 
• 28900-95-0 (S)-(-)-3-octadecylamino-1,2-propandiol 
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