Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester
CAS No.:885669-91-0
Molecular Formula:C₃₃H₃₃NO₆S
Molecular Weight:571.694
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester

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Technology Process of Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester

There total 2 articles about Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl 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: 35.0%

: 620946-66-9
(E/Z)-2,3,5-tri-O-benzyl-D-arabinose-oxime

: 98-59-9
p-toluenesulfonyl chloride

: 885669-91-0
Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester

Guidance literature:: With pyridine; at 70 ℃; for 8h;
DOI:10.1055/s-2005-923582

Reference yield:

: 160549-10-0
2,3,5-tri-O-benzyl-D-arabinofuranose

: 885669-91-0
Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / NH₂OH; HCl; NaHCO₃

2: 35 percent / pyridine / 8 h / 70 °C

With pyridine; hydrogenchloride; hydroxylamine; sodium hydrogencarbonate;
DOI:10.1055/s-2005-923582

Reference yield: 20.0%

: 885669-91-0
Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester

: 925-90-6
ethylmagnesium bromide

: 885669-88-5
(5S,6R,7R)-6,7-dibenzyloxy-5-benzyloxymethyl-4-azaspiro[2.4]heptane

Guidance literature:: Toluene-4-sulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-3-cyano-propyl ester; ethylmagnesium bromide; With titanium(IV) isopropylate; In diethyl ether; at -78 - 20 ℃; for 1h;

With boron trifluoride diethyl etherate; In diethyl ether;

With hydrogenchloride; In diethyl ether;
DOI:10.1055/s-2005-923582