(1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine

Base Information

Chemical Name:(1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine
CAS No.:537030-27-6
Molecular Formula:C₃₀H₃₃NO₇S
Molecular Weight:551.661
Hs Code.:

Synonyms:(1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine

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Chemical Property of (1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine

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Technology Process of (1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine

There total 12 articles about (1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine 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: 100.0%

: 124-63-0
methanesulfonyl chloride

: 537030-25-4
(1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

: 537030-27-6
(1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine

Guidance literature:: With TEA; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0040-4039(03)00239-9

Reference yield:

: 100-44-7
benzyl chloride

: 537030-27-6
(1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine

Guidance literature:: Multi-step reaction with 7 steps

1.1: MeOH; H₂SO₄; Na₂SO₄ / 21 h / 20 °C

1.2: KOH; Na₂SO₄ / 8 h / Heating

1.3: 50 percent / HCl; water; CH₃COOH / 60 - 70 °C

2.1: NH₂OH*HCl / pyridine / 24 h / 20 °C

2.2: pyridine / 18 h / 20 °C

3.1: 48 percent / I₂; ImH; Ph₃P / toluene / 1 h / Heating

4.1: 91 percent / TBAF on silica gel / benzene / 1.5 h / Heating

5.1: 78 percent / CH₂Cl₂ / 20 °C

6.1: 80 percent / Zn; CH₃COOH; water / 4 h / 50 °C

7.1: 100 percent / TEA / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; methanol; TEA; sulfuric acid; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; water; iodine; acetic acid; sodium sulfate; triphenylphosphine; zinc; In pyridine; dichloromethane; toluene; benzene;
DOI:10.1016/S0040-4039(03)00239-9

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-arabinofuranose

: 537030-27-6
(1R,2R,3R,6R,7aR)-1,2-bis-benzyloxy-3-benzyloxymethyl-6-metansulfonyloxy-hexahydro-1Hpyrrolizine

Guidance literature:: Multi-step reaction with 7 steps

1.1: MeOH; H₂SO₄; Na₂SO₄ / 21 h / 20 °C

1.2: KOH; Na₂SO₄ / 8 h / Heating

1.3: 50 percent / HCl; water; CH₃COOH / 60 - 70 °C

2.1: NH₂OH*HCl / pyridine / 24 h / 20 °C

2.2: pyridine / 18 h / 20 °C

3.1: 48 percent / I₂; ImH; Ph₃P / toluene / 1 h / Heating

4.1: 91 percent / TBAF on silica gel / benzene / 1.5 h / Heating

5.1: 78 percent / CH₂Cl₂ / 20 °C

6.1: 80 percent / Zn; CH₃COOH; water / 4 h / 50 °C

7.1: 100 percent / TEA / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; methanol; TEA; sulfuric acid; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; water; iodine; acetic acid; sodium sulfate; triphenylphosphine; zinc; In pyridine; dichloromethane; toluene; benzene;
DOI:10.1016/S0040-4039(03)00239-9