6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol

Base Information

Chemical Name:6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol
CAS No.:220542-62-1
Molecular Formula:C₄₇H₅₉NO₉
Molecular Weight:781.987
Hs Code.:

Synonyms:6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol

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Chemical Property of 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol

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Technology Process of 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol

There total 16 articles about 6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol 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: 95.0%

: 443916-35-6
(R)-4-[1-Hydroxy-3-((2S,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-prop-2-ynyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 220542-62-1
6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; at 85 ℃; for 5.5h;
DOI:10.1021/jo020054m

Reference yield:

: (R)-4-[(E)-1-Hydroxy-3-((2S,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-allyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: (S)-4-[3-Hydroxy-3-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 220542-62-1
6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; water; at 85 ℃; for 5.5h;
DOI:10.1021/jo981861h

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 220542-62-1
6,10-anhydro-7,8,9,11-tetra-O-benzyl-2,4,5-trideoxy-1,2-N,O-isopropylidene-2-(tert-butoxycarbonylamino)-D-arabino-L-galacto/L-gulo-undecitol

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / BuLi / tetrahydrofuran; hexane / 1.5 h / -50 °C

2: 95 percent / p-toluenesulfonylhydrazide; aq. AcONa / 1,2-dimethoxy-ethane / 5.5 h / 85 °C

With n-butyllithium; sodium acetate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,2-dimethoxyethane; hexane;
DOI:10.1021/jo020054m