O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

Base Information

Chemical Name:O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate
CAS No.:258286-49-6
Molecular Formula:C₃₄H₄₂N₆O₁₀S₂
Molecular Weight:758.874
Hs Code.:

O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

Synonyms:O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

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Chemical Property of O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

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Technology Process of O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

There total 3 articles about O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate 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: 54.0%

: 75-36-5
acetyl chloride

: 258286-48-5
bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle

: 258286-45-2
O-ethyl S-(2-azido-6-O-benzyl-2-desoxy-β-D-galactopyranosyl)xanthate

: 258286-49-6
O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

: O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->3)-4-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

Guidance literature:: acetyl chloride; O-ethyl S-(2-azido-6-O-benzyl-2-desoxy-β-D-galactopyranosyl)xanthate; With pyridine; at -20 ℃; for 2h;

bromure de 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyle; With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at -25 ℃; for 5h;
DOI:10.1016/s0040-4020(99)00869-8

Reference yield:

: 128716-55-2
2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate

: 258286-49-6
O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / ethanol / 3 h / 20 °C

2.1: 93 percent / AcOH 80 percent / 1 h / 80 °C

3.1: pyridine / 2 h / -20 °C

3.2: 54 percent / sym-collidine; AgOTf / CH₂Cl₂ / 5 h / -25 °C

With pyridine; acetic acid; In ethanol; 1.1: Substitution / 2.1: Hydrolysis / 3.1: Acetylation / 3.2: Substitution;
DOI:10.1016/s0040-4020(99)00869-8

Reference yield:

: 131326-60-8
O-ethyl S-(2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-β-D-galactopyranosyl)xanthate

: 258286-49-6
O-ethyl S-[2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranosyl-(1->4)-3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranosyl]xanthate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / AcOH 80 percent / 1 h / 80 °C

2.1: pyridine / 2 h / -20 °C

2.2: 54 percent / sym-collidine; AgOTf / CH₂Cl₂ / 5 h / -25 °C

With pyridine; acetic acid; 1.1: Hydrolysis / 2.1: Acetylation / 2.2: Substitution;
DOI:10.1016/s0040-4020(99)00869-8