(1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside

Base Information

Chemical Name:(1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside
CAS No.:293752-50-8
Molecular Formula:C₂₃H₃₉NO₁₅
Molecular Weight:569.56
Hs Code.:

Synonyms:(1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside

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Chemical Property of (1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside

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Technology Process of (1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside

There total 4 articles about (1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-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: 64.0%

: 294677-28-4
(1R,2R) 2-hydroxy-cyclohexyl β-D-galactopyranoside

: 293752-50-8
(1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside

Guidance literature:: With α(2-3)sialyl transferase; calf intestine alkaline phosphatase; In water; at 37 ℃; for 29h;
DOI:10.1139/v00-081

Reference yield:

: 1072-86-2,1460-57-7,1792-81-0,54383-22-1,57794-08-8,931-17-9
(1R,2R)-trans-1,2-cyclohexanediol

: 293752-50-8
(1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / TMSOTf / acetonitrile / 1 h / 20 °C

2: 75 percent / MeONa; MeOH / 6 h

3: 64 percent / α(2-3)sialyl transferase; calf intestine alkaline phosphatase; further reagents / H2O / 29 h / 37 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; α(2-3)sialyl transferase; calf intestine alkaline phosphatase; sodium methylate; In water; acetonitrile; 1: glycosylation / 2: debenzoylation / 3: glycosylation;
DOI:10.1139/v00-081

Reference yield:

: 203435-09-0
2,3,4,6-tetra-O-benzoyl-α,b-D-galactopyranosyl trichloroacetimidate

: 293752-50-8
(1R,2R) 2-hydroxy-cyclohexyl 3-O-[2-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosonate)]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / TMSOTf / acetonitrile / 1 h / 20 °C

2: 75 percent / MeONa; MeOH / 6 h

3: 64 percent / α(2-3)sialyl transferase; calf intestine alkaline phosphatase; further reagents / H2O / 29 h / 37 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; α(2-3)sialyl transferase; calf intestine alkaline phosphatase; sodium methylate; In water; acetonitrile; 1: glycosylation / 2: debenzoylation / 3: glycosylation;
DOI:10.1139/v00-081