allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

Chemical Name:allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
CAS No.:185801-22-3
Molecular Formula:C₁₉H₂₄Cl₃NO₇
Molecular Weight:484.761
Hs Code.:

Synonyms:allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Chemical Property of allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

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Technology Process of allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 3 articles about allyl 4-O-benzyl-2-deoxy-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:

: 952429-82-2
[(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-carbamic acid 2,2,2-trichloro-ethyl ester

: 185801-22-3
allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00133-1

Reference yield:

: allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 185801-22-3
allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / Sn(OTf)2 / diethyl ether / 2 h / -20 - 0 °C

2: BH₃*Me₂NH; BF₃*Et₂O / CH₂Cl₂ / 2 h / -40 - 0 °C

3: 325 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

With tin(II) trifluoromethanesulfonate; dimethylamine borane; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; 1: Alkylation / 2: Ring cleavage / 3: dealkylation;
DOI:10.1016/S0040-4020(98)00133-1

Reference yield:

: 206272-20-0
allyl 4,6-O-benzylidene-2-deoxy-3-O-(4-methoxyphenylmethyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 185801-22-3
allyl 4-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: BH₃*Me₂NH; BF₃*Et₂O / CH₂Cl₂ / 2 h / -40 - 0 °C

2: 325 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

With dimethylamine borane; boron trifluoride diethyl etherate; In dichloromethane; 1: Ring cleavage / 2: dealkylation;
DOI:10.1016/S0040-4020(98)00133-1