methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate

Base Information

Chemical Name:methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate
CAS No.:184481-27-4
Molecular Formula:C₂₅H₂₅NO₈
Molecular Weight:467.475
Hs Code.:

methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo<d>1,3-dioxolene-5-carboxylate

Synonyms:methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate

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Chemical Property of methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate

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Technology Process of methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate

There total 9 articles about methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate 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: 81.0%

: 67-56-1
methanol

: 184481-26-3
6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carbaldehyde

: 184481-27-4
methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate

Guidance literature:: With manganese(IV) oxide; sodium cyanide; acetic acid;
DOI:10.1021/jo961619f

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-lyxose

: 184481-27-4
methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / p-TsOH

2: 90 percent / DMP, p-TsOH

3: 95 percent / imidazole

4: 1.) Li, 2.) pyridine / 1.) liquid NH₃

5: 1.) TRAP, NMO, 4A MS, 2.) PPh₃, NEt₃, 3.) n-BuLi

6: 91 percent / Pd(OAc)2, Et₃N, PPh₃, CuI

7: 88 percent / HF*pyridine

8: 81 percent / MnO₂, NaCN, HOAc

With pyridine; 1H-imidazole; manganese(IV) oxide; palladium diacetate; copper(l) iodide; n-butyllithium; N-methyl-2-indolinone; phthalic acid dimethyl ester; sodium cyanide; lithium; toluene-4-sulfonic acid; pyridine hydrogenfluoride; acetic acid; triethylamine; triphenylphosphine; Ser-Phe-Leu-Leu-Arg-Asn-Pro-Asn-Asp-Lys-Tyr-Glu-Pro-Phe-OH;
DOI:10.1021/jo961619f

Reference yield:

: 184481-18-3
(5S,3R,4R)-2-(phenylmethoxy)perhydro-2H-pyran-3,4,5-triol

: 184481-27-4
methyl 6-((3R)-3-<(4S,5R)-5-<2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-hydroxyprop-1-ynyl)-2H-benzo1,3-dioxolene-5-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / DMP, p-TsOH

2: 95 percent / imidazole

3: 1.) Li, 2.) pyridine / 1.) liquid NH₃

4: 1.) TRAP, NMO, 4A MS, 2.) PPh₃, NEt₃, 3.) n-BuLi

5: 91 percent / Pd(OAc)2, Et₃N, PPh₃, CuI

6: 88 percent / HF*pyridine

7: 81 percent / MnO₂, NaCN, HOAc

With pyridine; 1H-imidazole; manganese(IV) oxide; palladium diacetate; copper(l) iodide; n-butyllithium; N-methyl-2-indolinone; phthalic acid dimethyl ester; sodium cyanide; lithium; toluene-4-sulfonic acid; pyridine hydrogenfluoride; acetic acid; triethylamine; triphenylphosphine; Ser-Phe-Leu-Leu-Arg-Asn-Pro-Asn-Asp-Lys-Tyr-Glu-Pro-Phe-OH;
DOI:10.1021/jo961619f