DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol

Base Information

• Chemical Name: DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol
• CAS No.: 125258-16-4
• Molecular Formula: C₃₀H₃₆O₉S₂
• Molecular Weight: 604.742
• Mol file: 125258-16-4.mol

Synonyms:DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol

Chemical Property of DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol

There total 2 articles about DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol 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: 80.0%

methanesulfonyl chloride (124-63-0) + DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol (125258-11-9,125354-35-0) → DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol (125258-16-4)

Guidance literature:

In pyridine; 1.) 50 deg C, 15 h, 2.) 45 deg C, 2 d,;

DOI:10.1016/0008-6215(89)85057-8

Reference yield:

(1RS,6RS,8RS,9SR,10SR)-8,9,10-trobenzyloxy-3,3-dimethyl-2,4-dioxabicyclo<4.4.0>decane (117902-49-5) → DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol (125258-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 50percent AcOH, / ethanol; H₂O / 3.5 h / Ambient temperature

2: 80 percent / pyridine / 1.) 50 deg C, 15 h, 2.) 45 deg C, 2 d,

With acetic acid; In pyridine; ethanol; water;

DOI:10.1016/0008-6215(89)85057-8

Reference yield: 98.0%

DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-5-methanesulfonyloxymethyl-1,2,3,4-cyclohexanetetrol (125258-16-4) → DL-(1,2,4/3,5)-4-azido-5-azidomethyl-1,2,3-tri-O-benzyl-1,2,3-cyclohexanetriol

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 120 ℃; for 1h;

DOI:10.1016/0008-6215(89)85057-8

upstream raw materials:

methanesulfonyl chloride

DL-(1,2/3,4,5)-1,2,3-tri-O-benzyl-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol

(1RS,6RS,8RS,9SR,10SR)-8,9,10-trobenzyloxy-3,3-dimethyl-2,4-dioxabicyclo<4.4.0>decane

Downstream raw materials:

DL-(1,2,4/3,5)-4-O-benzoyl-5-benzoyloxymethyl-1,2,3-tri-O-benzyl-1,2,3,4-cyclohexanetetrol

DL-(1,2,4/3,5)-4-acetylthio-5-acetylthiomethyl-1,2,3-tri-O-benzyl-1,2,3-cyclohexanetriol

DL-(1,2/3,4,5)-5-acetylthiomethyl-1,2,3-tri-O-benzyl-4-O-methanesulfonyl-1,2,3,4-cyclohexanetetrol

DL-(1,2,4/3,5)-1,2,3-tri-O-benzyl-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol