((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol

Base Information

Chemical Name:((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol
CAS No.:137063-37-7
Molecular Formula:C₆₃H₆₇NO₈
Molecular Weight:966.227
Hs Code.:

Synonyms:((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol

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Chemical Property of ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol

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Technology Process of ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol

There total 12 articles about ((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol 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: 83.0%

: 137063-36-6
2,3,4,4',5',6',7'-hepta-O-benzyl-7-O-triphenylmethylvalidoxylamine A

: 137063-37-7
((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol

Guidance literature:: With acetic acid; at 50 ℃; for 15h;

Reference yield: 74.9%

: 86756-42-5,102131-10-2
(4aR,6S,7S,8S,8aR)-7,8-bis(benzyloxy)-2-phenyl-N-((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)hexahydro-4H-benzo[d][1,3]dioxin-6-amine

: 137063-37-7
((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 - 20 ℃; for 6.5h; Inert atmosphere;
DOI:10.1021/ja203574u

Reference yield:

: validamine 7-phosphate

: 137063-37-7
((1R,2R,3S,4S,5S)-2,3,4-tris(benzyloxy)-5-(((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)amino)cyclohexyl)methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: recombinant cyclitol nucleotidyltransferase from Streptomyces hygroscopicus subsp. limoneus KCCM 11405; recombinant pseudoglycosyltransferase from Streptomyces hygroscopicus subsp. limoneus KCCM 11405; Guanosine 5'-triphosphate; magnesium chloride / 3 h / 30 °C / pH 7.5 / aq. buffer; Enzymatic reaction

2.1: recombinant cyclitol nucleotidyltransferase from Streptomyces hygroscopicus subsp. limoneus KCCM 11405; recombinant phosphatase from Streptomyces hygroscopicus subsp. limoneus KCCM 11405; validamine 7-phosphate; valienol 1-phosphate; magnesium chloride / 3 h / 30 °C / pH 7.5 / aq. buffer

3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

4.2: 3 h / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / hexane; dichloromethane / 6.5 h / 0 - 20 °C / Inert atmosphere

With recombinant cyclitol nucleotidyltransferase from Streptomyces hygroscopicus subsp. limoneus KCCM 11405; recombinant phosphatase from Streptomyces hygroscopicus subsp. limoneus KCCM 11405; recombinant pseudoglycosyltransferase from Streptomyces hygroscopicus subsp. limoneus KCCM 11405; valienol 1-phosphate; validamine 7-phosphate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; Guanosine 5'-triphosphate; magnesium chloride; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja203574u