methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside

Base Information

• Chemical Name: methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside
• CAS No.: 73111-12-3
• Molecular Formula: C₂₈H₃₁BrO₅
• Molecular Weight: 527.455
• Mol file: 73111-12-3.mol

Synonyms:methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside

Chemical Property of methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside

There total 1 articles about methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside 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:

→ methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside (73111-12-3)

Guidance literature:

Methyl-2,3,4-tri-O-benzyl-6-O-methansulfonyl-β-D-glucopyranosid (16), Δ mit Triaethylamin, Butanon u. LiBr;

DOI:10.1002/hlca.19790620629

Reference yield: 83.0%

allylmagnesium bromide (2622-05-1) + methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside (73111-12-3) → methyl 2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-β-D-gluco-non-8-enopyranoside (1021954-47-1)

Guidance literature:

In tetrahydrofuran; hexane; at 0 - 20 ℃; for 24h;

DOI:10.1021/jo702663w

Reference yield:

methyl tri-O-benzyl-6-bromo-β-D-6-deoxy-glucopyranoside (73111-12-3) → (3aR)-4c,5t,6c-trihydroxy-(3ar,6ac)-hexahydro-cyclopenta[c]isoxazole-1-carboxylic acid phenyl ester (73111-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) Zn, aq. nPrOH, (ii) 2,3-O-isopropyliden-5-triphenylmethyl-D-ribose-oxime, AcOH, CHCl₃

2: ion-exchange resin (OH^- form) / acetone; H₂O / 0.17 h / Ambient temperature

3: H₂ / Pd-C / ethyl acetate

With ion-exchange resin (OH^- form); hydrogen; palladium on activated charcoal; In water; ethyl acetate; acetone;

DOI:10.1002/hlca.19790620629

Downstream raw materials:

2,3,4-Tri-O-benzyl-5,6-didesoxy-D-xylo-hex-5-enose-propylacetal

(6S,7S,8R)-6,7,8-Tris-benzyloxy-dec-9-en-5-ol

O²,O³;O⁵,O⁶-diisopropylidene-1-((3aR)-4c,5t,6c-tris-benzyloxy-(3ar,6ac)-hexahydro-cyclopenta[c]isoxazol-1-yl)-α-D-1-deoxy-mannofuranose

(3aR)-4c,5t,6c-tris-benzyloxy-1-methyl-(3ar,6ac)-hexahydro-cyclopenta[c]isoxazole