methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside

Base Information

• Chemical Name: methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside
• CAS No.: 74545-14-5
• Molecular Formula: C₂₈H₃₂O₅
• Molecular Weight: 448.559
• Mol file: 74545-14-5.mol

Synonyms:methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside

Chemical Property of methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside

There total 16 articles about methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside 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: 97.0%

methanol (67-56-1) + 3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside (74545-14-5)

Guidance literature:

With triphenylphosphine hydrobromide; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(94)84042-3

Reference yield:

4-((2S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentanoic acid methyl ester → (R)-5-methyl-2-oxotetrahydrofuran (58917-25-2) + methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside (74545-14-5)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; Heating;

DOI:10.1021/jo010880f

Reference yield:

methanol (67-56-1) + 3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → methyl-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranoside (118246-67-6) + methyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-α-D-arabino-hexopyranoside (74545-14-5)

Guidance literature:

triphenylphosphine hydrobromide; In dichloromethane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00310a006

upstream raw materials:

methanol

3,4,6-tri-O-benzyl-D-glucal

benzyl chloride

methyl 2-deoxy-α-D-glucopyranoside

Downstream raw materials:

1-O-(2'-acetoxy)benzoyl-3,4,6-tri-O-benzyl-α-D-2-deoxyglucopyranose

1-O-(2'-acetoxy)benzoyl-α-D-2-deoxyglucopyranose

(4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one

2-deoxy-3,4,6-tri-O-benzyl-5-O-methyl-D-arabino-hexose diethyl dithioacetal