Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside

Base Information

Chemical Name:Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside
CAS No.:344550-96-5
Molecular Formula:C₂₉H₃₅ClO₈
Molecular Weight:547.045
Hs Code.:

Synonyms:Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside

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Chemical Property of Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside

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Technology Process of Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside

There total 7 articles about Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside 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:

: 821-09-0
n-Pent-4-enyl alcohol

: 344550-96-5
Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 10 h / 20 °C

2.1: 12.5 g / NaOMe; MeOH / 2 h

3.1: 99 percent / CSA / CHCl₃ / 1.5 h / Heating

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 90 percent / Bu₄NI / dimethylformamide / 20 °C

5.1: 75 percent / PTSA; propane-1,3-diol / CH₂Cl₂; methanol / 96 h / Heating

6.1: Et₃N / CH₂Cl₂

7.1: 2.4 g / Et₃N; DMAP / CH₂Cl₂ / 3 h

With methanol; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; triethylamine; trimethyleneglycol; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/b006981g

Reference yield:

: 132871-96-6
(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(pent-4-en-1-yloxy)tetrahydro-2H-pyran-3,4,5-triol

: 344550-96-5
Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / CSA / CHCl₃ / 1.5 h / Heating

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 90 percent / Bu₄NI / dimethylformamide / 20 °C

3.1: 75 percent / PTSA; propane-1,3-diol / CH₂Cl₂; methanol / 96 h / Heating

4.1: Et₃N / CH₂Cl₂

5.1: 2.4 g / Et₃N; DMAP / CH₂Cl₂ / 3 h

With dmap; camphor-10-sulfonic acid; sodium hydride; toluene-4-sulfonic acid; triethylamine; trimethyleneglycol; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/b006981g

Reference yield:

: 143416-42-6
4,6-O-benzylidene-(pent-4-enyl)-β-D-galactopyranoside

: 344550-96-5
Pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-4-O-chloroacetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 90 percent / Bu₄NI / dimethylformamide / 20 °C

2.1: 75 percent / PTSA; propane-1,3-diol / CH₂Cl₂; methanol / 96 h / Heating

3.1: Et₃N / CH₂Cl₂

4.1: 2.4 g / Et₃N; DMAP / CH₂Cl₂ / 3 h

With dmap; sodium hydride; toluene-4-sulfonic acid; triethylamine; trimethyleneglycol; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b006981g