(2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

Base Information

Chemical Name:(2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane
CAS No.:568572-01-0
Molecular Formula:C₃₀H₃₅IO₅
Molecular Weight:602.509
Hs Code.:

Synonyms:(2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

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Chemical Property of (2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

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Technology Process of (2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

There total 12 articles about (2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane 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: 95.0%

: 568571-86-8
[(2R,3S,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-3-(4-methoxy-benzyloxy)-oxepan-2-yl]-methanol

: 568572-01-0
(2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/S0040-4039(03)00949-3

Reference yield:

: (2R,4aR,6R,7R,9aS)-7-Benzyloxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocycloheptene-6-carbaldehyde

: 568572-01-0
(2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

Guidance literature:: Multi-step reaction with 6 steps

1: 5.59 g / NaBH₄ / methanol; CH₂Cl₂ / 0.33 h / 0 °C

2: potassium t-butoxide / tetrahydrofuran / 0.33 h / 20 °C

3: camphorsulfonic acid / methanol / 14.5 h / 20 °C

4: camphorsulfonic acid / CH₂Cl₂ / 4 h / 20 °C

5: 7.04 g / DIBALH / CH₂Cl₂; hexane / -78 - 0 °C

6: 94 percent / I₂; imidazole; PPh₃ / benzene / 0.58 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; camphor-10-sulfonic acid; potassium tert-butylate; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene;
DOI:10.1021/ja042686r

Reference yield:

: 850656-74-5
((2R,4aR,6S,7R,9aS)-7-Benzyloxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-methanol

: 568572-01-0
(2S,3R,6S,7S)-3-Benzyloxy-2-benzyloxymethyl-7-iodomethyl-6-(4-methoxy-benzyloxy)-oxepane

Guidance literature:: Multi-step reaction with 5 steps

1: potassium t-butoxide / tetrahydrofuran / 0.33 h / 20 °C

2: camphorsulfonic acid / methanol / 14.5 h / 20 °C

3: camphorsulfonic acid / CH₂Cl₂ / 4 h / 20 °C

4: 7.04 g / DIBALH / CH₂Cl₂; hexane / -78 - 0 °C

5: 94 percent / I₂; imidazole; PPh₃ / benzene / 0.58 h / 20 °C

With 1H-imidazole; camphor-10-sulfonic acid; potassium tert-butylate; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene;
DOI:10.1021/ja042686r