methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal
CAS No.:606922-60-5
Molecular Formula:C₃₀H₃₆O₇
Molecular Weight:508.612
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal

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Chemical Property of methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal

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Technology Process of methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal

There total 1 articles about methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal 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: 76.0%

: 67-56-1
methanol

: 83051-88-1
methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 606922-60-5
methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal

Guidance literature:: With camphor-10-sulfonic acid; at 50 ℃;
DOI:10.1002/ejoc.200300105

Reference yield:

: 645-96-5
Benzeneselenol

: 606922-60-5
methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal

: 606922-64-9
methyl (6R)-2,3,4-tri-O-benzyl-6-O-methyl-6-C-phenylseleno-α-D-glucopyranoside

: 606922-66-1
methyl (6S)-2,3,4-tri-O-benzyl-6-O-methyl-6-C-phenylseleno-α-D-glucopyranoside

: methyl 2,3,4-tri-O-benzyl-6-deoxy-6,6-di-C-phenylseleno-α-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 - 20 ℃;
DOI:10.1002/ejoc.200300105

Reference yield:

: 606922-60-5
methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside dimethyl acetal

: methyl (6S/R)-2,3-di-O-benzyl-6-C-benzyloxy-4,5-didehydro-4-deoxy-6-O-methyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 3.8 g / BF_3.Et₂O / CH₂Cl₂ / -20 - 20 °C

2: 60 percent / triethylamine; tBuOOh; Ti(OiPr)4 / CH₂Cl₂; decane / 0 - 20 °C

3: 47 percent / TIBAL / toluene / 1 h / 50 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; boron trifluoride diethyl etherate; triisobutylaluminum; triethylamine; In decane; dichloromethane; toluene;
DOI:10.1002/ejoc.200300105