Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester

Base Information

Chemical Name:Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester
CAS No.:194801-00-8
Molecular Formula:C₂₈H₃₁IO₇S
Molecular Weight:638.52
Hs Code.:

Synonyms:Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester

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Chemical Property of Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester

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Technology Process of Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester

There total 7 articles about Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl 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: 99.0%

: 194800-99-2
Methanesulfonic acid (1R,2S,3R,4R,5S)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexyl ester

: 194801-00-8
Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/S0040-4039(97)01325-7

Reference yield:

: 4622-38-2
2-iodobenzyliodide

: 194801-00-8
Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / NaH / dimethylformamide / Ambient temperature

2: Hg(OCOCF₃)2 / acetone; H₂O / Ambient temperature

3: 86 percent / 2,6-lutidine / CH₂Cl₂ / Ambient temperature

4: 99 percent / LiAlH(OtBu)3 / tetrahydrofuran / Ambient temperature

5: 83 percent / Et₃N / CH₂Cl₂ / Ambient temperature

6: 99 percent / TBAF / tetrahydrofuran / Ambient temperature

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; mercury(II) trifluoroacetate; sodium hydride; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(97)01325-7

Reference yield:

: 87326-88-3
methyl 6-deoxy-6-iodo-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside

: 194801-00-8
Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / NaH / dimethylformamide / Ambient temperature

2: Hg(OCOCF₃)2 / acetone; H₂O / Ambient temperature

3: 86 percent / 2,6-lutidine / CH₂Cl₂ / Ambient temperature

4: 99 percent / LiAlH(OtBu)3 / tetrahydrofuran / Ambient temperature

5: 83 percent / Et₃N / CH₂Cl₂ / Ambient temperature

6: 99 percent / TBAF / tetrahydrofuran / Ambient temperature

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; mercury(II) trifluoroacetate; sodium hydride; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(97)01325-7