1H,3H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol

Base Information

• Chemical Name: 1H,3H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol
• CAS No.: 6542-37-6
• Deprecated CAS: 59787-24-5
• Molecular Formula: C6H11 N O3
• Molecular Weight: 145.158
• Hs Code.: 2934999090
• European Community (EC) Number: 229-457-6
• NSC Number: 270787
• UNII: 1EW6VI91PT
• DSSTox Substance ID: DTXSID4034289
• Nikkaji Number: J225.176K
• Wikidata: Q27252336
• Mol file: 6542-37-6.mol

Synonyms:6542-37-6;(Tetrahydro-1H-oxazolo[3,4-c]oxazol-7a-yl)methanol;Oxazolidine T;1H,3H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol;GDUE;M 3 (heterocycle);Zoldine ZT 55;Hydroxymethyl dioxoazabicyclooctane;Bonding agent M 3;Zoldine ZT 40;Zoldine ZT 65;Zoldine ZT 100;M 3 (curing agent);Caswell No. 495AB;1,3,5,7-tetrahydro-[1,3]oxazolo[3,4-c][1,3]oxazol-7a-ylmethanol;5-Hydroxymethyl-1-aza-3,7-dioxabicyclo(3.3.0)octane;1-AZA-3,7-DIOXABICYCLO[3.3.0]OCTANE-5-METHANOL;1-Aza-3,7-dioxa-5-hydroxymethylbicyclo(3.3.0)octane;EINECS 229-457-6;UNII-1EW6VI91PT;EPA Pesticide Chemical Code 107002;NSC 270787;1-Aza-5-methylol-3,7-dioxabicyclo(3.3.0)octane;BRN 0107344;1EW6VI91PT;M 3;7-Hydroxymethyl-1,5-dioxo-3-aza-bicyclooctane;1-Aza-3,7-dioxabicyclo(3.3.0)oct-5-ylmethanol;5-Methylol-1-aza-3,7-dioxabicyclo(3.3.0)octane;1H,3H,5H-Oxazolo(3,4-c)oxazole-7a(7H)-methanol;1-Aza-5-hydroxymethyl-3,7-dioxabicyclo(3.3.0)octane;1H,3H,5H-Oxazolo(3,4-c)oxazole-7a,(7H)-methanol;NSC-270787;5-(Hydroxymethyl)-1-aza-3,7-dioxabicyclo(3.3.0)octane;4-27-00-06389 (Beilstein Handbook Reference);1H-[1,3]oxazolo[3,4-c][1,3]oxazol-7(7H)-ylmethanol;1H-[1,3]oxazolo[3,4-c][1,3]oxazol-7a(7H)-ylmethanol;5-Methylol-1-aza-3,7-dioxabicyclo[3.3.0]octane;5-Hydroxymethyl-1-aza-3,7-dioxabicyclo[3.3.0]octane;Nuosept 95;ZOLDINE ZT;C(O)C12COCN1COC2;Oprea1_639443;SCHEMBL236756;DTXSID4034289;MFCD00191761;NSC270787;STK315348;AKOS003789984;AKOS015912704;RS-0049;LS-100846;1H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol;CS-0117815;C76049;1H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol;HYDROXYMETHYL DIOXOAZABICYCLOOCTANE [INCI];Q27252336;5-Hydroxymethyl-1-aza-3,7-dioxabicyclo (3.3.0) octane;1H, 3H, 5H- oxazolo[3, 4- c]oxazole- 7a(7H)- methanol;5-HYDROXYMETHYL-1-AZA-3,7-DIOXABICYCLO(3. 3.0)OCTANE;OXAZOLO(3,4-C)OXAZOLE-7A(7H)-METHANOL, 1H,3H,5H-

Chemical Property of 1H,3H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol

Chemical Property:

• Vapor Pressure: 0.00208mmHg at 25°C
• Melting Point: 58 °C
• Refractive Index: n20/D 1.424
• Boiling Point: 258°C at 760 mmHg
• PKA: 15.22±0.10(Predicted)
• Flash Point: >230 °F
• PSA: 41.93000
• Density: 1.125 g/mL at 25 °C
• LogP: -1.06720
• Storage Temp.: 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99%, ^*data from raw suppliers

1H-[1,3]Oxazolo[3,4-c][1,3]oxazol-7(7H)-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2(COCN2CO1)CO

Technology Process of 1H,3H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol

There total 7 articles about 1H,3H,5H-Oxazolo[3,4-c]oxazole-7a(7H)-methanol 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: 91.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → 5-hydroxymethyl-1-aza-3,7-dioxabicyclo[3.3.0]octane (6542-37-6)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 8h; Heating;

DOI:10.1016/S0040-4020(00)00264-7

Reference yield:

2-Methoxyethoxymethyl chloride (3970-21-6) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → 5-hydroxymethyl-1-aza-3,7-dioxabicyclo[3.3.0]octane (6542-37-6) + 5-(β-methoxyethoxymethyl)-1-aza-3,7-dioxabicyclo<3.3.0>octane

Guidance literature:

With sodium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) DME, reflux, overnight, 2.) DME, reflux, 12 h;

DOI:10.1080/00397919408010148

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 5-hydroxymethyl-1-aza-3,7-dioxabicyclo[3.3.0]octane (6542-37-6)

Guidance literature:

DOI:10.1039/jr9480001907

upstream raw materials:

formaldehyd

2-amino-2-hydroxymethyl-1,3-propanediol

benzene

2-Methoxyethoxymethyl chloride

Downstream raw materials:

2-(dimethylamino)-2-(hydroxymethyl)propane-1,3-diol

2-[((1s,5s)-3,7-dioxa-1-azabicyclo[3.3.0]oct-5-yl)methoxy]-pyrazine

2-methoxypyrazine

Refernces

• 1、 Mattson,Norin. "A convenient synthesis of 5-hydroxymethyl-1-AZA-3,7- dioxabicyclo[3.3.0]octane and its β-methoxyethoxy-methyl derivative". . p. 1489 - 1491. Retrieved 1994.
• 2、 Sélambarom, Jimmy,Monge, Sophie,Carré, Francis,Roque, Jean Pierre,Pavia, André A. "Stereoelectronic control of oxazolidine ring-opening: Structural and chemical evidences". . p. 9559 - 9566. Retrieved 2007/10/03.