(5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate

Base Information

• Chemical Name: (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate
• CAS No.: 130745-13-0
• Molecular Formula: C₃₅H₂₈Br₂O₈
• Molecular Weight: 736.411
• Mol file: 130745-13-0.mol

Synonyms:

Chemical Property of (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate

There total 3 articles about (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate 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:

1,2,3,4-terta-O-benzoyl-6-deoxy-β-D-xylo-hex-5-enopyranoside (69534-70-9) → (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate (130745-13-0,130854-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / BnEt₃NCl / CHCl₃ / 80 °C

2: 73 percent / 33percent HBr / 1,2-dichloro-ethane; acetic acid / 96 h / Ambient temperature

3: CaSO₄, CF₃SO₃Ag / CH₂Cl₂ / 0.5 h / Ambient temperature

With calcium sulfate; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; silver trifluoromethanesulfonate; In dichloromethane; chloroform; acetic acid; 1,2-dichloro-ethane;

DOI:10.1002/hlca.19900730521

Reference yield:

(3RS,5S,6R,7S,8S)-1,1-Dibromo-4-oxaspiro<2.5>octane-5,6,7,8-tetrayl Tetrabenzoate (130745-05-0,130853-09-7) → (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate (130745-13-0,130854-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / 33percent HBr / 1,2-dichloro-ethane; acetic acid / 96 h / Ambient temperature

2: CaSO₄, CF₃SO₃Ag / CH₂Cl₂ / 0.5 h / Ambient temperature

With calcium sulfate; hydrogen bromide; silver trifluoromethanesulfonate; In dichloromethane; acetic acid; 1,2-dichloro-ethane;

DOI:10.1002/hlca.19900730521

Reference yield:

(5R,6R,7S,8S)-1,1,1-Tribromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate (130745-12-9,130853-12-2) + benzyl alcohol (100-51-6,185532-71-2) → (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate (130745-13-0,130854-89-6)

Guidance literature:

With calcium sulfate; silver trifluoromethanesulfonate; In dichloromethane; for 0.5h; Yield given; Ambient temperature;

DOI:10.1002/hlca.19900730521

upstream raw materials:

(5R,6R,7S,8S)-1,1,1-Tribromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate

benzyl alcohol

1,2,3,4-terta-O-benzoyl-6-deoxy-β-D-xylo-hex-5-enopyranoside

(3RS,5S,6R,7S,8S)-1,1-Dibromo-4-oxaspiro<2.5>octane-5,6,7,8-tetrayl Tetrabenzoate

Downstream raw materials:

(5R,6R,7S,8S)-5-(Benzyloxy)-4-oxaspiro<2.5.>octane-6,7,8-triol

(5R,6R,7S,8S)-5-(Benzyloxy)-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate

Refernces