O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester

Base Information

Chemical Name:O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester
CAS No.:698372-49-5
Molecular Formula:C₃₈H₄₀N₂O₁₀
Molecular Weight:684.743
Hs Code.:

Synonyms:O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester

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Chemical Property of O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester

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Technology Process of O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester

There total 2 articles about O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester 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:

: 10144-46-4,20989-42-8
N-benzoyl-L-serine methyl ester

: 698372-46-2
phenyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-1-thio-β-D-galactopyranoside

: 698372-49-5
O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester

: O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-α-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester

Guidance literature:: N-benzoyl-L-serine methyl ester; phenyl 3,4,6-tri-O-benzyl-2-deoxy-2-nitro-1-thio-β-D-galactopyranoside; With N-iodo-succinimide; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1021/ol049729t

Reference yield:

: 211621-55-5
3,4,6-tri-O-benzyl-2-nitro-D-galactal

: 698372-49-5
O-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)-N-(benzoyl)-L-serine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 61 percent / potassium tert-butoxide / tetrahydrofuran; toluene / 1 h / 20 °C

2.1: NIS; molecular sieves 4 Angstroem / various solvent(s) / -15 °C

2.2: Me₃SiOTf / various solvent(s)

With N-iodo-succinimide; 4 A molecular sieve; potassium tert-butylate; In tetrahydrofuran; toluene; 1.1: Michael addition;
DOI:10.1021/ol049729t