6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

Base Information

Chemical Name:6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol
CAS No.:860264-44-4
Molecular Formula:C₅₅H₆₆N₂O₉
Molecular Weight:899.137
Hs Code.:

6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

Synonyms:6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

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Chemical Property of 6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

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Technology Process of 6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

There total 6 articles about 6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-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: 71.0%

: 6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undec-3-enitol

: 860264-44-4
6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; at 85 ℃;
DOI:10.1021/jo050494o

Reference yield:

: α-C-allyl-2,3,4,6-tetra-O-benzyl-1-deoxyidonojirimycin

: 860264-44-4
6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

Guidance literature:: Multi-step reaction with 3 steps

1: NaHCO₃ / ethanol; H₂O / 1 h / 0 °C

2: 40 percent / Grubbs second generation catalyst / CH₂Cl₂ / 18 h / 40 °C

3: 71 percent / toluene-p-sulfonylhydrazide; aq. AcONa / 1,2-dimethoxy-ethane / 85 °C

With sodium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid hydrazide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In 1,2-dimethoxyethane; ethanol; dichloromethane; water;
DOI:10.1021/jo050494o

Reference yield:

: 860264-35-3
(2S,3S,4R,5R,6S)-N-benzyloxycarbonyl-6-benzyloxymethyl-3,4,5-tribenzyloxy-2-(2-propenyl)piperidine

: 860264-44-4
6,10-anhydro-7,8,9,11-tetra-O-benzyl-6-N-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-2,3,4,5,6-pentadeoxy-1-O,2-N-isopropylidene-L-threo-L-galacto-undecitol

Guidance literature:: Multi-step reaction with 2 steps

1: 40 percent / Grubbs second generation catalyst / CH₂Cl₂ / 18 h / 40 °C

2: 71 percent / toluene-p-sulfonylhydrazide; aq. AcONa / 1,2-dimethoxy-ethane / 85 °C

With sodium acetate; toluene-4-sulfonic acid hydrazide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo050494o