methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside

Base Information

• Chemical Name: methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside
• CAS No.: 82707-07-1
• Molecular Formula: C₂₈H₃₂O₄
• Molecular Weight: 432.56
• Mol file: 82707-07-1.mol

Synonyms:methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside

Chemical Property of methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside

There total 13 articles about methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside 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:

methyl 2-deoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-allopyranoside (64526-83-6) → methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside (82707-07-1)

Guidance literature:

Multi-step reaction with 5 steps

1: ethyldimethylaminopropyl carbodiimide, HCl / dimethylsulfoxide

2: 85 percent / NaOMe / methanol

3: 97 percent / NaBH₄ / methanol

4: 75 percent / SOCl₂, pyridine / 18 h / -75 deg C -> 25 deg C

5: tributyltin hydride, AiBN / toluene / Heating

With pyridine; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dimethyl sulfoxide; toluene;

DOI:10.1021/ja00386a076

Reference yield:

methyl 2-deoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexapyranosid-4-ulose (64526-85-8) → methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside (82707-07-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / NaBH₄ / methanol

2: 75 percent / SOCl₂, pyridine / 18 h / -75 deg C -> 25 deg C

3: tributyltin hydride, AiBN / toluene / Heating

With pyridine; sodium tetrahydroborate; thionyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In methanol; toluene;

DOI:10.1021/ja00386a076

Reference yield:

methyl 2-deoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-ribo-hexapyranosid-4-ulose (64526-84-7,64526-85-8) → methyl 2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexopyranoside (82707-07-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / NaOMe / methanol

2: 97 percent / NaBH₄ / methanol

3: 75 percent / SOCl₂, pyridine / 18 h / -75 deg C -> 25 deg C

4: tributyltin hydride, AiBN / toluene / Heating

With pyridine; sodium tetrahydroborate; thionyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; In methanol; toluene;

DOI:10.1021/ja00386a076

upstream raw materials:

methyl 4-chloro-2,4-dideoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-galactopyranoside

(2R,4R,5R,6S)-3-Chloro-4,6-dimethoxy-5-methyl-2-trityloxymethyl-tetrahydro-pyran

methyl 2-deoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-allopyranoside

methyl 2-deoxy-2-C-methyl-3-O-methyl-6-O-triphenylmethyl-α-D-xylo-hexapyranosid-4-ulose

Downstream raw materials:

(2S,3S,6S,7S,8S,9S)-8-Benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methoxy-3,5,7,9-tetramethyl-10-trityloxy-decane-4,6-diol

(2S,3S,4R,8S,9S)-3-Benzyloxy-10-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-7-hydroxy-9-methoxy-2,4,6,8-tetramethyl-1-trityloxy-decan-5-one

(2S,3S,4R,6S,7R,8S,9S)-3-Benzyloxy-10-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-7-hydroxy-9-methoxy-2,4,6,8-tetramethyl-1-trityloxy-decan-5-one

(2S,3S,4R,6R,7S,8S,9S)-3-Benzyloxy-10-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-7-hydroxy-9-methoxy-2,4,6,8-tetramethyl-1-trityloxy-decan-5-one