7-O-benzyl-6-deoxy-D-xyloheptulose

Base Information

• Chemical Name: 7-O-benzyl-6-deoxy-D-xyloheptulose
• CAS No.: 198706-76-2
• Molecular Formula: C₁₄H₂₀O₆
• Molecular Weight: 284.309
• Mol file: 198706-76-2.mol

Synonyms:7-O-benzyl-6-deoxy-D-xyloheptulose

Chemical Property of 7-O-benzyl-6-deoxy-D-xyloheptulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-O-benzyl-6-deoxy-D-xyloheptulose

There total 19 articles about 7-O-benzyl-6-deoxy-D-xyloheptulose 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: 100.0%

7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose (151263-85-3) → 7-O-benzyl-6-deoxy-D-xyloheptulose (198706-76-2)

Guidance literature:

With acetic acid; at 100 ℃; for 2h;

DOI:10.1248/cpb.41.282

Reference yield:

5-deoxy-1,2-O-isopropylidene-3-O-methanesulfonyl-D-glucofuranose (94844-70-9) → 7-O-benzyl-6-deoxy-D-xyloheptulose (198706-76-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / trifluoromethanesulfonic acid (TfOH) / diethyl ether / 1.) 0 deg C, 5 min, 2.) RT, 17 h

2: 74 percent / 10 percent NaOH in EtOH / 10 h / 100 °C

3: 56 percent / aq. AcOH / 6 h / 100 °C

4: NaIO₄ / CH₂Cl₂; H₂O / 3 h / Ambient temperature

5: 1.) 10 percent NaOH / 1.) FDP aldolase, triose phosphate isomerase (TPI), water, RT, 24 h, 2.) acid phosphatase, water, 37 deg C, 14 h

With sodium hydroxide; sodium periodate; trifluorormethanesulfonic acid; acetic acid; In diethyl ether; dichloromethane; water;

DOI:10.1248/cpb.41.282

Reference yield:

O1,O2-isopropylidene-O3-methanesulfonyl-α-D-xylo-5,6-dideoxy-hex-5-enofuranose (74152-53-7) → 7-O-benzyl-6-deoxy-D-xyloheptulose (198706-76-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) borane methylsulfide complex, 2.) 15 percent NaOH, H₂O₂ / 1.) THF, 0 deg C, 10 min, 2.) THF, RT, 2 h

2: 100 percent / trifluoromethanesulfonic acid (TfOH) / diethyl ether / 1.) 0 deg C, 5 min, 2.) RT, 17 h

3: 74 percent / 10 percent NaOH in EtOH / 10 h / 100 °C

4: 56 percent / aq. AcOH / 6 h / 100 °C

5: NaIO₄ / CH₂Cl₂; H₂O / 3 h / Ambient temperature

6: 1.) 10 percent NaOH / 1.) FDP aldolase, triose phosphate isomerase (TPI), water, RT, 24 h, 2.) acid phosphatase, water, 37 deg C, 14 h

With sodium hydroxide; sodium periodate; borane methylsulfide; trifluorormethanesulfonic acid; dihydrogen peroxide; acetic acid; In diethyl ether; dichloromethane; water;

DOI:10.1248/cpb.41.282

upstream raw materials:

dihydroxyacetone phosphate

4-benzyloxy-2(R)-formyloxybutanal

7-O-benzyl-6-deoxy-3,4-O-isopropylidene-1-O-triphenylmethyl-D-xyloheptulose

5-deoxy-1,2-O-isopropylidene-3-O-methanesulfonyl-D-glucofuranose