(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran

Base Information

• Chemical Name: (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran
• CAS No.: 154375-07-2
• Molecular Formula: C₅₉H₅₄O₆
• Molecular Weight: 859.074
• Mol file: 154375-07-2.mol

Synonyms:(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran

Chemical Property of (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran

There total 1 articles about (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran 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:

triphenylmethyl perchlorate + methyl 2,3-di-O-benzyl-α-D-glucopyranoside (17791-36-5) → (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran (154375-07-2)

Guidance literature:

With 2,4,6-trimethyl-pyridine; Yield given;

DOI:10.1016/S0040-4039(00)61529-0

Reference yield: 66.0%

3,4,6-tri-O-acetyl-1,2-O-<1-(endo-cyano)-ethylidene>-α-D-galactopyranose (69927-14-6) + (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran (154375-07-2) → Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (154375-13-0)

Guidance literature:

With triphenylmethyl perchlorate; In dichloromethane;

DOI:10.1016/S0040-4039(00)61529-0

Reference yield:

(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-methoxy-5-trityloxy-6-trityloxymethyl-tetrahydro-pyran (154375-07-2) → Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / 10 molpercent triphenylmethylium perchlorate / CH₂Cl₂

2: detritylation

With triphenylmethyl perchlorate; In dichloromethane;

DOI:10.1016/S0040-4039(00)61529-0

upstream raw materials:

methyl 2,3-di-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester