allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

Chemical Name:allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
CAS No.:155711-36-7
Molecular Formula:C₂₅H₃₁Cl₆NO₁₀
Molecular Weight:718.24
Hs Code.:

Synonyms:allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Chemical Property of allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Technology Process of allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 1 articles about allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside 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: 66.0%

: 3587-60-8
Benzyloxymethyl chloride

: 134040-52-1
Allyl 2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 155711-36-7
allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: With tetramethylurea; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1248/cpb.41.1879

Reference yield: 89.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 155711-36-7
allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 155711-37-8
allyl 6-O-benzyloxymethyl-2-deoxy-4-O-diphenylphosphono-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-gluocopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1248/cpb.41.1879

Reference yield:

: 155711-36-7
allyl 6-O-benzyloxymethyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 155711-39-0
Carbonic acid (2R,3S,4R,5R)-2-benzyloxymethoxymethyl-6-bromo-3-(diphenoxy-phosphoryloxy)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / pyridine, DMAP / CH₂Cl₂ / 20 h / Ambient temperature

2: 1.) 2)2>PF₆, H₂, 2.) iodine, pyridine / 1.) THF, 50 deg C, 2 h, 2.) THF, H₂O, RT, 15 min

3: thionyl chloride, DMF / CH₂Cl₂ / 5 h / Ambient temperature

With pyridine; dmap; thionyl chloride; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; iodine; N,N-dimethyl-formamide; In dichloromethane;
DOI:10.1248/cpb.44.2268