b-L-Idopyranuronic acid, 1,2-O-[1-(1,1-dimethylethoxy)ethylidene]-3-O-(phenylmethyl)-, methyl ester, chloroacetate

Base Information

Chemical Name:b-L-Idopyranuronic acid, 1,2-O-[1-(1,1-dimethylethoxy)ethylidene]-3-O-(phenylmethyl)-, methyl ester, chloroacetate
CAS No.:87907-09-3
Molecular Formula:C22H29ClO9
Molecular Weight:472.91
Hs Code.:

Synonyms:b-L-Idopyranuronic acid, 1,2-O-[1-(1,1-diMethylethoxy)ethylidene]-3-O-(phenylMethyl)-, Methyl ester, chloroacetate;methyl 3-O-benzyl-4-O-monochloroacetyl-β-L-idopyranuronate;

Suppliers and Price of b-L-Idopyranuronic acid, 1,2-O-[1-(1,1-dimethylethoxy)ethylidene]-3-O-(phenylmethyl)-, methyl ester, chloroacetate

Supply Marketing:

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

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Chemical Property of b-L-Idopyranuronic acid, 1,2-O-[1-(1,1-dimethylethoxy)ethylidene]-3-O-(phenylmethyl)-, methyl ester, chloroacetate

Chemical Property:

PSA：98.75000
LogP:2.52450

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of b-L-Idopyranuronic acid, 1,2-O-[1-(1,1-dimethylethoxy)ethylidene]-3-O-(phenylmethyl)-, methyl ester, chloroacetate

There total 13 articles about b-L-Idopyranuronic acid, 1,2-O-[1-(1,1-dimethylethoxy)ethylidene]-3-O-(phenylmethyl)-, methyl ester, chloroacetate 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:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 87907-09-3
methyl 3-O-benzyl-4-O-monochloroacetyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) TrCl, pyrodine, 2.) Ac₂O, pyridine, 3.) CrO₃, H₂SO₄ / y

2: 1.) (CF₃SO₂)O, pyridine, 2.) CF₃CO₂Na / 1.) CH₂Cl₂, -10 deg C, 1 h, 2.) HCONMe₂, 80 deg C, 12 h

3: 1.) CF₃CO₂H, 2.) pyridine / 1.) H₂O, room temperature, 15 min, 2.) room temperature, 5 h

4: 1.) TiBr₄, 2.) 2,4,6-trimethylpyridine, 3.) K₂CO₃, 4.) pyridine

With pyridine; 2,4,6-trimethyl-pyridine; chromium(VI) oxide; trifluoromethylsulfonic anhydride; sulfuric acid; sodium 2,2,2-trifluoroacetate; acetic anhydride; titanium(IV) bromide; trityl chloride; potassium carbonate; trifluoroacetic acid; 1-acetyl-2-phenylhydrazine; y;
DOI:10.1016/0008-6215(84)85236-2

Reference yield:

: 18685-18-2
3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose

: 87907-09-3
methyl 3-O-benzyl-4-O-monochloroacetyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Guidance literature:: Multi-step reaction with 11 steps

1.1: water; acetic acid / 40 - 45 °C / Industry scale

2.1: sodium hydrogencarbonate; 1,3-dichloro-5,5-dimethylhydantoin / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; tetrahydrofuran / -5 - 0 °C / Industry scale

2.2: pH 2 - 3 / Industry scale

3.1: potassium carbonate / acetone / 20 °C / Industry scale

4.1: pyridine / dichloromethane / -50 - -45 °C / Industry scale

5.1: sodium 2,2,2-trifluoroacetate / N,N-dimethyl-formamide / 75 - 80 °C / Industry scale

5.2: 12 h / 20 °C / Industry scale

6.1: trifluoroacetic acid / water / 10 - 15 °C / Industry scale

7.1: pyridine / 0 - 20 °C / Industry scale

8.1: hydrogen bromide; acetic acid / dichloromethane / 2 h / -5 - 5 °C / Industry scale

9.1: collidine / dichloromethane / 12 h / 20 °C / Molecular sieve

10.1: potassium carbonate; methanol / -25 - -20 °C / Inert atmosphere

11.1: pyridine / dichloromethane / -25 - -20 °C

With pyridine; methanol; 1,3-dichloro-5,5-dimethylhydantoin; water; hydrogen bromide; sodium 2,2,2-trifluoroacetate; sodium hydrogencarbonate; potassium carbonate; acetic acid; trifluoroacetic acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;

Reference yield:

: 93382-47-9
methyl (acetyl 2,4-di-O-acetyl-3-O-benzyl-α,β-L-idopyranoside)uronate

: 87907-09-3
methyl 3-O-benzyl-4-O-monochloroacetyl-β-L-idopyranuronate 1,2-(tert-butyl orthoacetate)

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / TiBr₄ / CH₂Cl₂; ethyl acetate / 24 h / Ambient temperature

2: 73 percent / 2,4,6-trimethylpyridine / CH₂Cl₂ / 15 h / Ambient temperature

3: 1.) methanol, K₂CO₃, 2.) pyridine / 1.) -20 deg C, 5 h, 2.) dichloromethane, -20 deg C, 30 min

With pyridine; 2,4,6-trimethyl-pyridine; methanol; titanium(IV) bromide; potassium carbonate; In dichloromethane; ethyl acetate;
DOI:10.1016/0008-6215(84)85281-7