Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside

Base Information

• Chemical Name: Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside
• CAS No.: 136471-96-0
• Molecular Formula: C₁₈H₂₆O₉S
• Molecular Weight: 418.465
• Mol file: 136471-96-0.mol

Synonyms:Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside

Chemical Property of Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside

There total 5 articles about Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside 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: 63.0%

methyl 3,4-bis(O-methoxymethyl)-2,6-bis-α-D-glucopyranoside (136471-95-9) → Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside (136471-96-0)

Guidance literature:

With MS 4 Angstroem; tetra-(n-butyl)ammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In dimethyl sulfoxide; at 90 ℃;

DOI:10.1246/cl.1991.1473

Reference yield:

Toluene-4-sulfonic acid (2S,3R,4S,5R,6R)-6-hydroxymethyl-2-methoxy-4,5-bis-methoxymethoxy-tetrahydro-pyran-3-yl ester → Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside (136471-96-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 90 ℃; for 20h; Yield given;

DOI:10.1021/jo00124a023

Reference yield:

Toluene-4-sulfonic acid (2S,3R,4S,5S,6S)-6-iodomethyl-2-methoxy-4,5-bis-methoxymethoxy-tetrahydro-pyran-3-yl ester → Methyl 6-deoxy-3,4-bis-O-(methoxymethyl)-2-O-(p-toluenesulfonyl)-α-D-xylo-5-hexenopyranoside (136471-96-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 90 ℃; for 6h; Yield given;

DOI:10.1246/bcsj.67.1633

upstream raw materials:

methyl 3,4-bis(O-methoxymethyl)-2,6-bis-α-D-glucopyranoside

methyl 2,6-bis-α-D-glucopyranoside

methyl-alpha-D-glucopyranoside

Downstream raw materials:

<2S-(2α,3β,4α)>-4-(Benzyloxy)-2,3-bis(methoxymethoxy)-5-cyclohexen-1-one

methyl 2-O-benzyl-6-deoxy-3,4-bis(O-methoxymethyl)-α-D-xylo-hex-5-enopyranoside

(1S,2S,3S,4S,5R,6R)-3-Amino-5,6-bis-methoxymethoxy-cyclohexane-1,2,4-triol

<1S-(1α,2α,3β,4β,5α,6β)>-3-Azido-5,6-bis(methoxymethoxy)cyclohexane-1,2,4-triol