6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene

Base Information

Chemical Name:6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene
CAS No.:863444-49-9
Molecular Formula:C₁₇H₂₀Br₂O₄
Molecular Weight:448.151
Hs Code.:

Synonyms:6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene

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Chemical Property of 6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene

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Technology Process of 6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene

There total 7 articles about 6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene 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:

: 1054626-10-6
Benzoic acid (S)-2-((4S,5R)-5-formyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester

: 558-13-4
carbon tetrabromide

: 863444-49-9
6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene

Guidance literature:: With triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 1.5h;
DOI:10.1039/b505980a

Reference yield:

: 20585-18-6
methyl 4,6-dideoxy-α-D-glucopyranoside

: 863444-49-9
6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / aq. HCl / 12 h

2: 95 percent / CuSO₄; H₂SO₄ / 12 h

3: 82 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 1 h

4: aq. 2,4,6-collidine; MeI / acetone / 8 h / Heating

5: 5.7 g / Ph₃P / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; sulfuric acid; copper(II) sulfate; triphenylphosphine; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; dichloromethane; acetone; 3: Mitsunobu reaction;
DOI:10.1039/b505980a

Reference yield:

: 4990-82-3
methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside

: 863444-49-9
6-O-benzoyl-1,1-dibromo-5,7-dideoxy-3,4-O-isopropyliden-L-arabino-hept-1-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / Bu₃SnH; AIBN / toluene / 12 h / Heating

2: 87 percent / aq. HCl / 12 h

3: 95 percent / CuSO₄; H₂SO₄ / 12 h

4: 82 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / 1 h

5: aq. 2,4,6-collidine; MeI / acetone / 8 h / Heating

6: 5.7 g / Ph₃P / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; hydrogenchloride; 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; copper(II) sulfate; triphenylphosphine; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; dichloromethane; acetone; toluene; 4: Mitsunobu reaction;
DOI:10.1039/b505980a