methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate

Base Information

Chemical Name:methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate
CAS No.:87906-99-8
Molecular Formula:C₂₆H₂₉ClO₈
Molecular Weight:504.964
Hs Code.:

Synonyms:methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate

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

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Chemical Property of methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate

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Technology Process of methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate

There total 15 articles about methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate 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: 80.0%

: 87326-44-1
methyl (prop-1-enyl 2,3-di-O-benzyl-α-D-glucopyranosid)uronate

: 79-04-9
chloroacetyl chloride

: 87906-99-8
methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0008-6215(00)90633-5

Reference yield:

: 93382-48-0
allyl 4,6-O-benzylidene-α-D-glucopyranoside

: 87906-99-8
methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 8 steps

1: 71 percent / sodium hydride / dimethylformamide / 0 °C

2: 100 percent / toluene-p-sulfonic acid / H₂O; methanol / 2 h / 80 °C

3: pyridine / 2 h / 80 °C

4: 80 °C / Heating

5: 24 g / aq. 80percent acetic acid / CH₂Cl₂ / Ambient temperature

6: 25 g / chromium trioxide, 3.5M sulfuric acid / acetone / 5 h / Ambient temperature

7: 1.) potassium tert-butoxide / 1.) methylsulfoxide, 1 h, 2.) ether

8: 80 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; chromium(VI) oxide; sulfuric acid; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(00)90633-5

Reference yield:

: 100-39-0
benzyl bromide

: 87906-99-8
methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-chloroacetyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 8 steps

1: 71 percent / sodium hydride / dimethylformamide / 0 °C

2: 100 percent / toluene-p-sulfonic acid / H₂O; methanol / 2 h / 80 °C

3: pyridine / 2 h / 80 °C

4: 80 °C / Heating

5: 24 g / aq. 80percent acetic acid / CH₂Cl₂ / Ambient temperature

6: 25 g / chromium trioxide, 3.5M sulfuric acid / acetone / 5 h / Ambient temperature

7: 1.) potassium tert-butoxide / 1.) methylsulfoxide, 1 h, 2.) ether

8: 80 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; chromium(VI) oxide; sulfuric acid; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(00)90633-5