Carbamic acid, [(1S,2R)-3-(benzoyloxy)-1-[5-[(2-methoxyethoxy)methoxy]-2-nitrophenyl] -2-[[(4-methylphenyl)sulfonyl]oxy]propyl]-, phenylmethyl ester

Base Information

Chemical Name:Carbamic acid, [(1S,2R)-3-(benzoyloxy)-1-[5-[(2-methoxyethoxy)methoxy]-2-nitrophenyl] -2-[[(4-methylphenyl)sulfonyl]oxy]propyl]-, phenylmethyl ester
CAS No.:850559-84-1
Molecular Formula:C35H36N2O12S
Molecular Weight:708.743
Hs Code.:

Carbamic acid,
[(1S,2R)-3-(benzoyloxy)-1-[5-[(2-methoxyethoxy)methoxy]-2-nitrophenyl]
-2-[[(4-methylphenyl)sulfonyl]oxy]propyl]-, phenylmethyl ester

Synonyms:

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Chemical Property of Carbamic acid, [(1S,2R)-3-(benzoyloxy)-1-[5-[(2-methoxyethoxy)methoxy]-2-nitrophenyl] -2-[[(4-methylphenyl)sulfonyl]oxy]propyl]-, phenylmethyl ester

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Technology Process of Carbamic acid, [(1S,2R)-3-(benzoyloxy)-1-[5-[(2-methoxyethoxy)methoxy]-2-nitrophenyl] -2-[[(4-methylphenyl)sulfonyl]oxy]propyl]-, phenylmethyl ester

There total 7 articles about Carbamic acid, [(1S,2R)-3-(benzoyloxy)-1-[5-[(2-methoxyethoxy)methoxy]-2-nitrophenyl] -2-[[(4-methylphenyl)sulfonyl]oxy]propyl]-, phenylmethyl ester 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: 87.0%

: 850559-83-0
Benzoic acid (2R,3S)-3-benzyloxycarbonylamino-2-hydroxy-3-[5-(2-methoxy-ethoxymethoxy)-2-nitro-phenyl]-propyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 850559-84-1
Benzoic acid (2R,3S)-3-benzyloxycarbonylamino-3-[5-(2-methoxy-ethoxymethoxy)-2-nitro-phenyl]-2-(toluene-4-sulfonyloxy)-propyl ester

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1002/anie.200462298

Reference yield:

: 654644-18-5
5-((2-methoxy)ethoxymethoxy)-2-nitrobenzaldehyde

: 850559-84-1
Benzoic acid (2R,3S)-3-benzyloxycarbonylamino-3-[5-(2-methoxy-ethoxymethoxy)-2-nitro-phenyl]-2-(toluene-4-sulfonyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 94 percent / tetrahydrofuran / 6 h / 0 °C

2.1: 79 percent / NaOH; t-butyl hypochlorite; (DHQ)2PHAL / potassium osmate dihydrate / propan-1-ol; H₂O / 2 h / 0 °C

3.1: 70 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

4.1: 88 percent / pyridine / CH₂Cl₂ / 2 h / -25 °C

5.1: 87 percent / DMAP / CH₂Cl₂ / 24 h / 20 °C

With pyridine; dmap; sodium hydroxide; lithium borohydride; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; sodium hydride; potassium osmate(VI); In tetrahydrofuran; propan-1-ol; dichloromethane; water; 2.1: Sharpless aminohydroxylation;
DOI:10.1002/anie.200462298

Reference yield:

: 654644-19-6
(E)-3-[5-(2-Methoxy-ethoxymethoxy)-2-nitro-phenyl]-acrylic acid ethyl ester

: 850559-84-1
Benzoic acid (2R,3S)-3-benzyloxycarbonylamino-3-[5-(2-methoxy-ethoxymethoxy)-2-nitro-phenyl]-2-(toluene-4-sulfonyloxy)-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / NaOH; t-butyl hypochlorite; (DHQ)2PHAL / potassium osmate dihydrate / propan-1-ol; H₂O / 2 h / 0 °C

2: 70 percent / LiBH₄ / tetrahydrofuran / 0 - 20 °C

3: 88 percent / pyridine / CH₂Cl₂ / 2 h / -25 °C

4: 87 percent / DMAP / CH₂Cl₂ / 24 h / 20 °C

With pyridine; dmap; sodium hydroxide; lithium borohydride; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; potassium osmate(VI); In tetrahydrofuran; propan-1-ol; dichloromethane; water; 1: Sharpless aminohydroxylation;
DOI:10.1002/anie.200462298