4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate

Base Information

Chemical Name:4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate
CAS No.:717902-61-9
Molecular Formula:C₂₅H₂₇Cl₃N₄O₅
Molecular Weight:569.872
Hs Code.:

Synonyms:4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate

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Technology Process of 4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate

There total 3 articles about 4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate 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:

: 120312-00-7
4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-D-glucopyranose

: 545-06-2
trichloroacetonitrile

: 717902-61-9
4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo035732z

Reference yield:

: 120312-09-6
tert-Butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

: 717902-61-9
4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / molecular sieves 4 Angstroem; silver(I) oxide / CH₂Cl₂ / 40 h

2: tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 °C

3: 133 mg / DBU / CH₂Cl₂ / 0 - 20 °C

With 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver(l) oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo035732z

Reference yield:

: 120312-10-9
tert-Butyldimethylsilyl-4-O-allyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

: 717902-61-9
4-O-allyl-2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 °C

2: 133 mg / DBU / CH₂Cl₂ / 0 - 20 °C

With tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo035732z