benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside
CAS No.:869715-05-9
Molecular Formula:C₄₁H₄₈Cl₃NO₁₉
Molecular Weight:965.186
Hs Code.:

benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

Synonyms:benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

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Chemical Property of benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

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Technology Process of benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

There total 5 articles about benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-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: 73.0%

: 869715-03-7
benzyloxycarbonylmethyl 2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

: 278784-83-1
phenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

: 869715-05-9
benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -70 - 20 ℃; for 2h;
DOI:10.1016/j.carres.2005.08.001

Reference yield:

: 869715-01-5
benzyloxycarbonylmethyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

: 869715-05-9
benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / etheral HCl; NaCN*BH₃; 4 A MS / tetrahydrofuran / 3 h

2: 73 percent / N-iodosuccinimide; 4 A MS; trifluoromethanesulfonic acid / CH₂Cl₂ / 2 h / -70 - 20 °C

With hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; sodium cyanoborohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2005.08.001

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 869715-05-9
benzyloxycarbonylmethyl [3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonyl-amino)-β-D-galactopyranosyl]-(1->4)-2,3-di-O-acetyl-6-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOMe / methanol / 2 h

1.2: p-TsOH; 3 A MS / acetonitrile / 1.5 h / 20 °C

2.1: 4.32 g / pyridine / 18 h

3.1: 76 percent / N-iodosuccinimide; trifluoromethanesulfonic acid; 4 A MS / CH₂Cl₂ / 1 h / -70 °C

4.1: 80 percent / etheral HCl; NaCN*BH₃; 4 A MS / tetrahydrofuran / 3 h

5.1: 73 percent / N-iodosuccinimide; 4 A MS; trifluoromethanesulfonic acid / CH₂Cl₂ / 2 h / -70 - 20 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; sodium methylate; sodium cyanoborohydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.carres.2005.08.001