(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol

Base Information

Chemical Name:(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol
CAS No.:669003-58-1
Molecular Formula:C₃₀H₃₆O₆
Molecular Weight:492.612
Hs Code.:

Synonyms:(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol

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Chemical Property of (2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol

Chemical Property:

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Technology Process of (2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol

There total 9 articles about (2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol 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: 89.0%

: 342901-73-9
(2R,4aR,6S,7R,9R,9aS)-7,9-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocycloheptene

: 669003-58-1
(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol

Guidance literature:: With camphor-10-sulfonic acid; In methanol; at 20 ℃;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: 100-39-0
benzyl bromide

: 669003-58-1
(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-Bu₂SnO / benzene / Heating

1.2: CsF / dimethylformamide / 20 °C

2.1: NaH; CS₂; MeI / tetrahydrofuran / 20 °C

2.2: n-Bu₃SnH; AIBN / benzene / Heating

3.1: conc. HCl / CHCl₃ / 20 °C

3.2: 46 percent / camphorsulfonic acid / CH₂Cl₂ / 20 °C

4.1: 97 percent / N-methylmorpholine / CH₂Cl₂ / 20 °C

5.1: 98 percent / MeI; NaHCO₃ / acetonitrile; H₂O / 20 °C

6.1: SmI₂; HMPA / methanol; tetrahydrofuran / 0 °C

7.1: LiAlH₄ / tetrahydrofuran / 20 °C

8.1: 84 percent / NaH / dimethylformamide / 20 °C

9.1: 89 percent / camphorsulfonic acid / methanol / 20 °C

With 4-methyl-morpholine; hydrogenchloride; carbon disulfide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; samarium diiodide; camphor-10-sulfonic acid; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3,65877-21-6
(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 669003-58-1
(2R,3S,4R,6R,7S)-4,6-Bis-benzyloxy-7-(2-benzyloxy-ethyl)-2-hydroxymethyl-oxepan-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH; CS₂; MeI / tetrahydrofuran / 20 °C

1.2: n-Bu₃SnH; AIBN / benzene / Heating

2.1: conc. HCl / CHCl₃ / 20 °C

2.2: 46 percent / camphorsulfonic acid / CH₂Cl₂ / 20 °C

3.1: 97 percent / N-methylmorpholine / CH₂Cl₂ / 20 °C

4.1: 98 percent / MeI; NaHCO₃ / acetonitrile; H₂O / 20 °C

5.1: SmI₂; HMPA / methanol; tetrahydrofuran / 0 °C

6.1: LiAlH₄ / tetrahydrofuran / 20 °C

7.1: 84 percent / NaH / dimethylformamide / 20 °C

8.1: 89 percent / camphorsulfonic acid / methanol / 20 °C

With 4-methyl-morpholine; hydrogenchloride; carbon disulfide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; samarium diiodide; camphor-10-sulfonic acid; sodium hydride; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W