{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester
CAS No.:609355-78-4
Molecular Formula:C₃₆H₅₅NO₇
Molecular Weight:613.835
Hs Code.:

{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

Synonyms:{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

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Chemical Property of {(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

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Technology Process of {(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

There total 25 articles about {(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl 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: 100.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 609355-77-3
(2S,3R)-5-((1S,3R)-4-Azido-1,3-dimethyl-butyl)-2-((1R,3R)-1,5-bis-benzyloxy-3-methyl-pentyl)-5-methoxy-tetrahydro-furan-3-ol

: 609355-78-4
{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

Guidance literature:: (2S,3R)-5-((1S,3R)-4-Azido-1,3-dimethyl-butyl)-2-((1R,3R)-1,5-bis-benzyloxy-3-methyl-pentyl)-5-methoxy-tetrahydro-furan-3-ol; With triphenylphosphine; In tetrahydrofuran;

In tetrahydrofuran; water; at 20 ℃;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(03)01553-3

Reference yield: 77.0%

: 67-56-1
methanol

: 609355-79-5
{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-2,4-dihydroxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

: 609355-78-4
{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

Guidance literature:: With pyridinium p-toluenesulfonate;
DOI:10.1016/S0040-4039(03)01553-3

Reference yield:

: 2121-69-9,54630-82-9,107173-22-8,3817-48-9
(2R,4S)-2,4-dimethylpentane-1,5-diol

: 609355-78-4
{(2R,4S)-4-[(4R,5S)-5-((1R,3R)-1,5-Bis-benzyloxy-3-methyl-pentyl)-4-hydroxy-2-methoxy-tetrahydro-furan-2-yl]-2-methyl-pentyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: 47 percent / lipase AK / tetrahydrofuran / 0 °C

2.1: imidazole / CH₂Cl₂ / 20 °C

2.2: 86 percent / K₂CO₃ / methanol / 20 °C

3.1: 90 percent / IBX; DMSO / 20 °C

4.1: 96 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

5.1: 89 percent / imidazole / CH₂Cl₂ / 20 °C

6.1: n-BuLi / tetrahydrofuran / 0.08 h / 20 °C

6.2: 92 percent / tetrahydrofuran / 0.33 h / 0 °C

7.1: 81 percent / TBAF / tetrahydrofuran / 20 °C

8.1: Et₃N; DMAP / CH₂Cl₂ / 20 °C

9.1: NaN₃ / dimethylformamide / 50 °C

10.1: 87 percent / BF₃*OEt₂; Me₂S / CH₂Cl₂ / 0 °C

11.1: Hg(ClO₄)2; CaCO₃ / tetrahydrofuran; methanol / 0 °C

11.2: 85 percent / PPTS / methanol / 20 °C

12.1: Ph₃P / tetrahydrofuran

12.2: tetrahydrofuran; H₂O / 20 °C

12.3: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; n-butyllithium; sodium azide; mercury(II) perchlorate; lipase AK; dimethylsulfide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; triphenylphosphine; calcium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01553-3