(2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane

Base Information

• Chemical Name: (2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane
• CAS No.: 152996-68-4
• Molecular Formula: C₂₉H₅₆O₅Si₂
• Molecular Weight: 540.932
• Mol file: 152996-68-4.mol

Synonyms:(2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane

Chemical Property of (2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane

There total 4 articles about (2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane 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%

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) + (2R,3R)-4-<<(t-butyldimethyl)silyl>oxy>-3-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-2-butanol (152996-67-3) → (2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane (152996-68-4)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(01)87214-8

Reference yield:

(R)-3-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-propanal (138436-28-9) → (2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane (152996-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuI / 1.) Et₂O, -50 deg C to -20 deg C, 1 h; -20 deg C, 10 min; 2.) Et₂O, 1 h, -70 deg C; -70 deg C to -20 deg C, 1 h 30 min

2: 95 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

With 2,6-dimethylpyridine; copper(l) iodide; In dichloromethane;

DOI:10.1016/S0040-4020(01)87214-8

Reference yield:

(R)-(E)-1-<(tert-Butyldimethylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-methylhex-3-ene (138436-23-4) → (2R,3R)-1-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-3-<(tri-i-propylsilyl)oxy>butane (152996-68-4)

Guidance literature:

Multi-step reaction with 4 steps

2: 1.) (COCl)2, 2.8 M DMSO; 2.) n-ethyl di-iso-propylamine / 1.) CH₂Cl₂, -78 deg C, 10 min; 2.) CH₂Cl₂, -78 deg C

3: 1.) CuI / 1.) Et₂O, -50 deg C to -20 deg C, 1 h; -20 deg C, 10 min; 2.) Et₂O, 1 h, -70 deg C; -70 deg C to -20 deg C, 1 h 30 min

4: 95 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

With 2,6-dimethylpyridine; copper(l) iodide; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)87214-8

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

(2R,3R)-4-<<(t-butyldimethyl)silyl>oxy>-3-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-2-butanol

(R)-3-<<(t-butyldimethyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-propanal

(R)-(E)-1-<(tert-Butyldimethylsilyl)oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-5-methylhex-3-ene

Downstream raw materials:

(2S,3R)-N-Benzyloxy-2-(4-methoxy-benzyloxymethoxymethyl)-3-triisopropylsilanyloxy-butyramide

(2S,3R) O-benzyl 2-(hydroxymethyl)-3-<(tri-i-propylsilyl)oxy>butanohydroxamate

(3S,1'R)-1-benzyloxy-3-<<2-(tri-iso-propylsilyl)oxy>ethyl>-2-azetidinone

(3S,1'R)-1-benzyloxy-3-<<2-(tert-butyldimethylsilyl)oxy>ethyl>-2-azetidinone