methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside
• CAS No.: 1333124-16-5
• Molecular Formula: C₆₃H₆₇NO₉
• Molecular Weight: 982.226

Synonyms:methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside

Chemical Property of methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside

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Technology Process of methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside

There total 5 articles about methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside 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: 85.0%

methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside (72471-11-5) + 2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosyl trichloroacetimidate (1333124-12-1) → methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside (1333124-16-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; ethriol phosphite; In acetonitrile; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1055/s-0030-1260801

Reference yield: 83.0%

C69H70N2O13S → methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside (1333124-16-5)

Guidance literature:

With potassium carbonate; thiophenol; In N,N-dimethyl-formamide;

DOI:10.1055/s-0030-1260801

Reference yield: 51.0%

methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside (72471-11-5) + 2,3,4,6-tetra-O-benzyl-5a-carba-α-D-xylo-hex-5(5a)-enopyranosyl bromide (1332641-33-4) → methyl 6-[2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosylamino]-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside (1333124-16-5) + C63H67NO9 (1332641-39-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-0030-1260801

upstream raw materials:

methyl 6-deoxy-6-amino-2,3,4-tri-O-benzyl-α-D-glucopyranoside

2,3,4,6-tetra-O-benzyl-5a-carba-β-D-xylo-hex-5(5a)-enopyranosyl trichloroacetimidate

2,3,4,6-tetra-O-benzyl-5a-carba-α-D-xylo-hex-5(5a)-enopyranosyl bromide

(1R,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol

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