Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

Base Information

Chemical Name:Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester
CAS No.:868367-35-5
Molecular Formula:C₃₆H₄₁NO₉Si
Molecular Weight:659.808
Hs Code.:

Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

Synonyms:Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

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Chemical Property of Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

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Technology Process of Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

There total 5 articles about Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl 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: 89.0%

: 868367-34-4
carbonic acid 3-acetyl-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-4-p-tolylsulfanyl-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

: 100-51-6,185532-71-2
benzyl alcohol

: 868367-35-5
Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

Guidance literature:: With trifluoromethanesulfonic acid anhydride; 1-piperidinyl benzyl sulfoxide; In dichloromethane; at -60 ℃;
DOI:10.1016/j.tetlet.2005.08.013

Reference yield:

: (3aR,4S,6R,7S,7aR)-7-Hydroxy-6-hydroxymethyl-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

: 868367-35-5
Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / DMAP; Et₃N / CH₂Cl₂

2: 93 percent / pyridine / tetrahydrofuran

3: 90 percent / pyridine; DMAP

4: 89 percent / 1-benzylsulfinylpiperidine; trifluoromethanesulfonic anhydride; TTBP / CH₂Cl₂ / -60 °C

With pyridine; dmap; trifluoromethanesulfonic acid anhydride; triethylamine; 1-piperidinyl benzyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.08.013

Reference yield:

: 868367-32-2
6-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-4-p-tolylsulfanyl-tetrahydro-pyrano[3,4-d]oxazol-2-one

: 868367-35-5
Carbonic acid (3aR,4R,6R,7S,7aR)-3-acetyl-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-hexahydro-pyrano[3,4-d]oxazol-7-yl ester allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / pyridine / tetrahydrofuran

2: 90 percent / pyridine; DMAP

3: 89 percent / 1-benzylsulfinylpiperidine; trifluoromethanesulfonic anhydride; TTBP / CH₂Cl₂ / -60 °C

With pyridine; dmap; trifluoromethanesulfonic acid anhydride; 1-piperidinyl benzyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.08.013