(3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol

Base Information

Chemical Name:(3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol
CAS No.:205129-92-6
Molecular Formula:C₂₅H₃₀O₆
Molecular Weight:426.51
Hs Code.:

Synonyms:(3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol

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Chemical Property of (3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol

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Technology Process of (3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol

There total 7 articles about (3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol 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: 47.0%

: 205129-93-7
Chloro-acetic acid (3aR,4S,7R,7aS)-5,6-bis-benzyloxymethyl-7-(2-chloro-acetoxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl ester

: 205129-92-6
(3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol

: 205129-94-8
Chloro-acetic acid (3aR,4S,7R,7aS)-5,6-bis-benzyloxymethyl-7-hydroxy-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl ester

Guidance literature:: With phosphate buffer; porcine pancreatic lipase; In N,N-dimethyl-formamide; at 30 ℃; for 16h;
DOI:10.1271/bbb.62.396

Reference yield:

: (1S,2S,6R,7R)-10,11-Bis-benzyloxymethyl-4,4-dimethyl-3,5,8,9-tetraoxa-tricyclo[5.2.2.0^2,6]undec-10-ene

: 205129-92-6
(3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol

Guidance literature:: With thiourea; In methanol; for 0.5h; Yield given;
DOI:10.1271/bbb.62.396

Reference yield:

: 100-39-0
benzyl bromide

: 205129-92-6
(3aR,4S,7R,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,7-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 1.) room temperature, 30 min, 2.) 40 deg C, 4 h

2: TPP, O₂ / CCl₄ / 0.25 h / Irradiation

3: thiourea / methanol / 0.5 h

With oxygen; thiamine diphosphate; tetra-(n-butyl)ammonium iodide; sodium hydride; thiourea; In tetrahydrofuran; methanol; tetrachloromethane;
DOI:10.1271/bbb.62.396