3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose

Base Information

• Chemical Name: 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose
• CAS No.: 162333-06-4
• Molecular Formula: C₃₇H₄₀O₈
• Molecular Weight: 612.72
• Mol file: 162333-06-4.mol

Synonyms:3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose

Chemical Property of 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose

There total 3 articles about 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose 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:

(2R,3R,4S,5S)-1,3,4,5-Tetrakis-benzyloxy-7-methoxymethoxy-heptane-2,6-diol → 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose (162333-06-4)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/0040-4039(94)02389-S

Reference yield:

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one (13096-62-3) → 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose (162333-06-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / tetrahydrofuran / -78 °C

2: 97 percent / LiAlH₄ / tetrahydrofuran

3: TFAA, Et₃N / dimethylsulfoxide; CH₂Cl₂

With lithium aluminium tetrahydride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/0040-4039(94)02389-S

Reference yield:

3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-α-D-gluco-2-heptulopyranose (133191-78-3) → 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose (162333-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / LiAlH₄ / tetrahydrofuran

2: TFAA, Et₃N / dimethylsulfoxide; CH₂Cl₂

With lithium aluminium tetrahydride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/0040-4039(94)02389-S

upstream raw materials:

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-α-D-gluco-2-heptulopyranose

Downstream raw materials:

(2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-aza-bicyclo[4.1.0]heptane

(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-piperidine

(2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-butyl-6-methoxymethoxymethyl-piperidine

1-((2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-methoxymethoxymethyl-piperidin-1-yl)-butan-1-one