4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Base Information

Chemical Name:4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside
CAS No.:904297-71-8
Molecular Formula:C₂₁H₂₆Cl₃NO₇
Molecular Weight:510.799
Hs Code.:

Synonyms:4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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Chemical Property of 4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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Technology Process of 4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

There total 5 articles about 4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside 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: 83.0%

: 904297-70-7
((2R,3R,4R,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

: 1125-88-8
benzaldehyde dimethyl acetal

: 904297-71-8
4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 3h;
DOI:10.1016/j.carres.2006.03.041

Reference yield:

: 153252-80-3
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-bromo-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

: 904297-71-8
4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / 4 Angstroem molecular sieves; HgO; HgBr₂ / CH₂Cl₂ / 2 h

2: 99 percent / guanidine hydrochloride; Na / methanol; CH₂Cl₂ / 0.33 h / 20 °C

3: 83 percent / camphorsulfonic acid / acetonitrile / 3 h / 20 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; guanidine hydrochloride; sodium; mercury dibromide; mercury(II) oxide; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2006.03.041

Reference yield:

: 904297-69-4
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-pent-4-enyloxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

: 904297-71-8
4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / guanidine hydrochloride; Na / methanol; CH₂Cl₂ / 0.33 h / 20 °C

2: 83 percent / camphorsulfonic acid / acetonitrile / 3 h / 20 °C

With camphor-10-sulfonic acid; guanidine hydrochloride; sodium; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2006.03.041